Jumping into REI - course, mentor, or DIY? What actually worked for you?

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Jumping into REI - course, mentor, or DIY? What actually worked for you?

Omi Stambler
St. Louis, MO · Member since 2025 · 45 posts · 9 votes

Hey BP,

I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

For those who started from zero:

Did you pay for a course or coaching, or go the free content plus trial and error route?

If you paid - for what, and was it actually worth it?

If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

I'd really appreciate hearing what worked (or didn't work) for you.

Appreciate any input - thanks in advance!

8Reply
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Nicholas L.Pro Member
Flipper/Rehabber · Pittsburgh · Member since 2018 · 6k+ posts · 5k+ votes
3mo

@Omi Stambler

just house hack a few times in a row

your flexibility is your superpower

13Reply
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  • Jules Aton
    MD/DC · Member since 2024 · 1k+ posts · 1k+ votes
    3mo

    I would do exactly what I did 30 years ago when I started. Buy an ugly house in the best neighborhood, fix it up while living in it and continuing to work 60h a week to fund property #2 and #3 within 3 years. With a reasonable mortgage it allowed me to learn the inner workings while living cheaply and gaining equity. 

    7Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Jules Aton:

      I would do exactly what I did 30 years ago when I started. Buy an ugly house in the best neighborhood, fix it up while living in it and continuing to work 60h a week to fund property #2 and #3 within 3 years. With a reasonable mortgage it allowed me to learn the inner workings while living cheaply and gaining equity. 


      is that a good business model, though? i assume you wouldn't recommend investing in it full time. 

      0Reply
    • Jules Aton
      MD/DC · Member since 2024 · 1k+ posts · 1k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Jules Aton:

      I would do exactly what I did 30 years ago when I started. Buy an ugly house in the best neighborhood, fix it up while living in it and continuing to work 60h a week to fund property #2 and #3 within 3 years. With a reasonable mortgage it allowed me to learn the inner workings while living cheaply and gaining equity. 


      is that a good business model, though? i assume you wouldn't recommend investing in it full time. 

      If you have plenty of money to start buying properties then no. If you don’t and can’t afford to lose money then absolutely. 

      0Reply
  • Nicholas L.Pro Member
    Flipper/Rehabber · Pittsburgh · Member since 2018 · 6k+ posts · 5k+ votes
    3mo

    @Omi Stambler

    just house hack a few times in a row

    your flexibility is your superpower

    13Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Nicholas L.:

      @Omi Stambler

      just house hack a few times in a row

      your flexibility is your superpower



      wdym by flexibility is superpower?

      what if I'd like to invest in properties out of state? the returns in state seem way less lucrative.

      you wouldn't recommend starting with buying single home rental properties? or flips?




      0Reply
  • Omi Stambler
    OP
    St. Louis, MO · Member since 2025 · 45 posts · 9 votes
    3mo

    In general, I was asking about how to LEARN more about the field, before jumping in. seems like majority of mistakes are made by lack of knowledge- something I'm trying to minimize.

    0Reply
    • Shiloh LundahlPro Member
      Rental Property Investor · Gilbert, AZ · Member since 2016 · 3k+ posts · 4k+ votes
      3mo

      @Omi Stambler for me, the coaching program that I did was expensive, but it's springboarded me into connecting with high-level investors and getting access to their network and learning about setting up my business structures. for me it was well worth it and I've gained more than 50 times the cost of the program through real estate investing, however, I was already starting with about $250,000 of available capital to work with at the beginning. so if you don't have money to start out with, I would encourage you to learn about ways to invest with little to no money and stick with those ways until you get to a point that you can learn about other deals that do require money and then pay for coaching that'll help you learn how to optimize that. 

      480-206-1209Podcast Guest on Show #287
      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Shiloh Lundahl:

      @Omi Stambler for me, the coaching program that I did was expensive, but it's springboarded me into connecting with high-level investors and getting access to their network and learning about setting up my business structures. for me it was well worth it and I've gained more than 50 times the cost of the program through real estate investing, however, I was already starting with about $250,000 of available capital to work with at the beginning. so if you don't have money to start out with, I would encourage you to learn about ways to invest with little to no money and stick with those ways until you get to a point that you can learn about other deals that do require money and then pay for coaching that'll help you learn how to optimize that. 


       Thanks for sharing- that's helpful. I'm actually in a similar position in that I have capital to invest, so my biggest question isn't whether coaching can work, but which ones are actually worth the price.

      If you don't mind me asking, which coaching program did you do? Looking back, what was the biggest ROI-the education itself, the network, deal flow, accountability, or something else?

      I'm trying to avoid paying $5k+ for information I could've learned on BiggerPockets or YouTube, but I'd gladly pay if the real value is access to experienced investors and relationships.

      0Reply
    • Shiloh LundahlPro Member
      Rental Property Investor · Gilbert, AZ · Member since 2016 · 3k+ posts · 4k+ votes
      3mo

      @Omi Stambler First, I would say that it was the one-on-one coaching that provided accountability. Second, I would say it was the network of hard money lenders, banks, wholesalers, and investor friendly title agents that helped me build systems and a team to start scaling.

      Now I would say it's harder not to buy a property than it is to buy one because with a few emails, a couple of text messages, and a wire I can buy a property within 20 minutes. That probably sounds unbelievable but I do it a few times a month. Since I know what a good deal looks like, as soon as I see one, I just send a text and start the process of buying it. When I don't buy it and I know it's a good deal it's hard to stop thinking about it because I know I can make 60k - 70k on the property within a few years and I don't like to let deals pass me by. 

      480-206-1209Podcast Guest on Show #287
      0Reply
    • Marcus Auerbach
      Investor · Milwaukee - Mequon, WI · Member since 2010 · 5k+ posts · 7k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Shiloh Lundahl:

      @Omi Stambler for me, the coaching program that I did was expensive, but it's springboarded me into connecting with high-level investors and getting access to their network and learning about setting up my business structures. for me it was well worth it and I've gained more than 50 times the cost of the program through real estate investing, however, I was already starting with about $250,000 of available capital to work with at the beginning. so if you don't have money to start out with, I would encourage you to learn about ways to invest with little to no money and stick with those ways until you get to a point that you can learn about other deals that do require money and then pay for coaching that'll help you learn how to optimize that. 


       Thanks for sharing- that's helpful. I'm actually in a similar position in that I have capital to invest, so my biggest question isn't whether coaching can work, but which ones are actually worth the price.

      If you don't mind me asking, which coaching program did you do? Looking back, what was the biggest ROI-the education itself, the network, deal flow, accountability, or something else?

      I'm trying to avoid paying $5k+ for information I could've learned on BiggerPockets or YouTube, but I'd gladly pay if the real value is access to experienced investors and relationships.


      Coaching does not sell knowledge, it sells first of all a dream and maybe some accountability. I have been on both sides, 17 years ago when I got started I fell for a year long coaching with RichDad. I had listened to every RE course on CD and did not know how to bridge the gap into reality... A decade later I got nominated by the loacal REIA as a coach in a pay-by-the hour program. Was a great idea: get you specific questions answered, get an expert coach out to walk a flip with you before you buy. It was relatively inexpensive - and mostly failed. Yet the same people signed up for 30k courses operated out of a call center in Atlanta. Selling a dream of private jets and island vacations..

      So all of this was long before AI obviously. There is nothing AI does not know about real estate investing. And you can give it deal and pictures to analyze. You basically have a full time personal coach in your pocket. 

      Even I have an AI I consult with on portfolio decisions. It knows everything about my portfolio, my tenants and my market - a combination of my uploads and online knowledge. It's a project folder in Claude.

      But coaching did not get replaced by AI, because what they are selling is the dream..

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Shiloh Lundahl:

      @Omi Stambler First, I would say that it was the one-on-one coaching that provided accountability. Second, I would say it was the network of hard money lenders, banks, wholesalers, and investor friendly title agents that helped me build systems and a team to start scaling.

      Now I would say it's harder not to buy a property than it is to buy one because with a few emails, a couple of text messages, and a wire I can buy a property within 20 minutes. That probably sounds unbelievable but I do it a few times a month. Since I know what a good deal looks like, as soon as I see one, I just send a text and start the process of buying it. When I don't buy it and I know it's a good deal it's hard to stop thinking about it because I know I can make 60k - 70k on the property within a few years and I don't like to let deals pass me by. 


       Appreciate the insight- that level of speed is the ultimate goal, and it clearly comes down to having the right team in place.

      ​My main focus right now is learning how to reliably source good deals and build out that core local network- specifically finding contractors, wholesalers, and investor friendly agents I can actually trust.

      ​When you were building out that network:

      ​Did the coaching program hand you pre vetted local contacts in your target markets, or did they teach you a framework to find and vet them yourself?

      ​How did you go about filtering out reliable contractors and wholesalers early on without getting burned?

      ​And if you're open to sharing, what was the name of the program you went through?

      Ty!

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Marcus Auerbach:
      Quote from @Omi Stambler:
      Quote from @Shiloh Lundahl:

      @Omi Stambler for me, the coaching program that I did was expensive, but it's springboarded me into connecting with high-level investors and getting access to their network and learning about setting up my business structures. for me it was well worth it and I've gained more than 50 times the cost of the program through real estate investing, however, I was already starting with about $250,000 of available capital to work with at the beginning. so if you don't have money to start out with, I would encourage you to learn about ways to invest with little to no money and stick with those ways until you get to a point that you can learn about other deals that do require money and then pay for coaching that'll help you learn how to optimize that. 


       Thanks for sharing- that's helpful. I'm actually in a similar position in that I have capital to invest, so my biggest question isn't whether coaching can work, but which ones are actually worth the price.

      If you don't mind me asking, which coaching program did you do? Looking back, what was the biggest ROI-the education itself, the network, deal flow, accountability, or something else?

      I'm trying to avoid paying $5k+ for information I could've learned on BiggerPockets or YouTube, but I'd gladly pay if the real value is access to experienced investors and relationships.


      Coaching does not sell knowledge, it sells first of all a dream and maybe some accountability. I have been on both sides, 17 years ago when I got started I fell for a year long coaching with RichDad. I had listened to every RE course on CD and did not know how to bridge the gap into reality... A decade later I got nominated by the loacal REIA as a coach in a pay-by-the hour program. Was a great idea: get you specific questions answered, get an expert coach out to walk a flip with you before you buy. It was relatively inexpensive - and mostly failed. Yet the same people signed up for 30k courses operated out of a call center in Atlanta. Selling a dream of private jets and island vacations..

      So all of this was long before AI obviously. There is nothing AI does not know about real estate investing. And you can give it deal and pictures to analyze. You basically have a full time personal coach in your pocket. 

      Even I have an AI I consult with on portfolio decisions. It knows everything about my portfolio, my tenants and my market - a combination of my uploads and online knowledge. It's a project folder in Claude.

      But coaching did not get replaced by AI, because what they are selling is the dream..

      This is hands-down one of the most insightful answers I’ve gotten. The distinction between paying for actionable knowledge versus buying a "dream" is spot on. ​It’s fascinating that you’re using Claude project folders for your portfolio analysis-that validates my instinct that basic RE knowledge is completely commoditized now. ​Since you went through that evolution from RichDad to REIA coaching to using AI today: when you were bridging that "gap into reality" early on, what was the single most effective thing that forced you to pull the trigger on deal #1 instead of staying stuck in analysis/dream mode?
      0Reply
  • Patrick DruryBusiness Member
    Real Estate Agent · Columbus, OH & Cleveland OH · Member since 2021 · 1k+ posts · 2k+ votes
    3mo

    @Omi Stambler
    I got started buying BRRRR deals. At the time, I had no rehab experience. I couldn't get a house hack since I was 1099 and didn't have 2 years of income to show at the time. For some people, doing a house hack and putting down minimal money is a great start as long as it's outdated and you can add value by - Painting, redoing the floors, updating the bathroom and kitchen, and light fixtures. I would recommend getting on YouTube and watching some videos. If you feel like something is out of the scope of what you can accomplish you can hire a more specialized contractor for example, like an electrician to update the panel or HVAC contractor to install new furnace.


    [email protected]614-412-4565
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    1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Patrick Drury:

      @Omi Stambler
      I got started buying BRRRR deals. At the time, I had no rehab experience. I couldn't get a house hack since I was 1099 and didn't have 2 years of income to show at the time. For some people, doing a house hack and putting down minimal money is a great start as long as it's outdated and you can add value by - Painting, redoing the floors, updating the bathroom and kitchen, and light fixtures. I would recommend getting on YouTube and watching some videos. If you feel like something is out of the scope of what you can accomplish you can hire a more specialized contractor for example, like an electrician to update the panel or HVAC contractor to install new furnace.



      Thanks, I appreciate it. BRRRR is definitely on my radar.

      One difference in my situation is that I have capital, so I'm less focused on low-down-payment strategies like house hacking and more on learning how to consistently find good deals, build relationships with wholesalers, agents, and investors, and underwrite properties properly.

      When you were starting out, what helped you the most with finding deals and building your network? Was it mostly trial and error, BiggerPockets, local meetups, or something else? Any specific YouTube channels you'd recommend?

      0Reply
  • John MorganPro Member
    Rental Property Investor · Grand Prairie, TX · Member since 2018 · 2k+ posts · 2k+ votes
    3mo

    Don't waste your money on a course. You'll get all the free information from other investors from here. And start listening to RE podcasts. They interview other successful landlords and investors to talk about their strategy. 

    1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @John Morgan:

      Don't waste your money on a course. You'll get all the free information from other investors from here. And start listening to RE podcasts. They interview other successful landlords and investors to talk about their strategy. 


       Thank you! That's what I kind of thought. 

      do you have any recommendations for good podcasts/ books?

      0Reply
    • John MorganPro Member
      Rental Property Investor · Grand Prairie, TX · Member since 2018 · 2k+ posts · 2k+ votes
      3mo

      @Omi Stambler 

      listen to the Rental Income podcast by Dan Lane. That's a great one for noobs. Bigger pockets has a decent one. Real Estate Investing by Chad Carson is good too. And I listen to one rental at a time every day as well. 

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @John Morgan:

      @Omi Stambler 

      listen to the Rental Income podcast by Dan Lane. That's a great one for noobs. Bigger pockets has a decent one. Real Estate Investing by Chad Carson is good too. And I listen to one rental at a time every day as well. 


       Thanks for the recommendations, I'll definitely check those out.

      My main challenge right now is that I feel like there’s a lot of content on how to invest, but less on the practical side of actually getting deals done- finding good deals, building relationships with wholesalers/agents, evaluating markets, and creating a network.

      Did any of those podcasts/resources help you specifically with deal sourcing and building connections, or were those skills mostly learned through being active in your local market?

      Also, how did you personally go about building your network when you were starting out? Did you focus on meetups, reaching out directly to investors, real estate agents, wholesalers, or something else?

      Appreciate the input!

      0Reply
    • John MorganPro Member
      Rental Property Investor · Grand Prairie, TX · Member since 2018 · 2k+ posts · 2k+ votes
      3mo

      @Omi Stambler 

      All of the above. lol. And the podcasts helped me learn from others. I was winging it on my own the first few years of investing. I didn't know what I was doing or knew about bigger pockets or podcasts back then. feel free to PM me to get more insight and recommendations. Let me know your situation and I can give you some pointers on how to get started. And what worked for me. 

      0Reply
  • Omi Stambler
    OP
    St. Louis, MO · Member since 2025 · 45 posts · 9 votes
    3mo
    Quote from @Jimmy Lieu:
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!

    Welcome to BiggerPockets! If I were starting over at 23, I'd skip the expensive courses and spend that money on actually analyzing deals, traveling to markets, and building relationships with local investors. I learned the most by reading a few solid books, listening to podcasts during my commute, and then underwriting hundreds of properties until the numbers started to click. The biggest leap came from talking to people who were actively buying, not just teaching. Since you're looking at Midwest markets, I'd definitely keep Columbus on your list. I actually moved there in 2020 to start investing and have been really happy with the decision. The combination of population and job growth, major employers like Intel, Google, Amazon, Honda, and Nationwide, landlord-friendly laws, and still being able to find properties in the $120K-$180K range that can produce strong cash flow makes it a market that's hard to ignore. My advice would be to pick one market, become an expert in it, analyze deals every day, and don't wait until you know everything before making your first purchase. You'll learn more from owning one well-bought rental than from consuming another hundred hours of content. Happy to connect and answer any questions you have!


     Thanks, I really appreciate the thoughtful response! That's reassuring because it's kind of the direction I've been leaning- focusing more on relationships and analyzing a lot of deals than buying an expensive course.

    Columbus definitely seems interesting. My other markets are St. Louis (gf based there and I know the area well), Indianapolis, Cleveland, and KC. so I'm still trying to decide which one to go all-in on first.

    Since you offered, I'd love to ask: if you were entering Columbus today with no local network, what would be your first 30-60 days? Would you prioritize meetups, wholesalers, agents, property managers, or something else? And how did you personally build your network when you first moved there?

    Thanks again- I really appreciate it.

    0Reply
  • Patrick DruryBusiness Member
    Real Estate Agent · Columbus, OH & Cleveland OH · Member since 2021 · 1k+ posts · 2k+ votes
    3mo

    @Omi Stambler 
    When I got started investing, I wasn't aware of Bigger pockets. Also, the first deal I bought was on the MLS.

    [email protected]614-412-4565
    Reafco-557 Reviews
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  • Remington LymanBusiness Member
    Real Estate Agent · Columbus, OH · Member since 2017 · 6k+ posts · 7k+ votes
    3mo

    I would do a house hack. It is the best strategy to learn. I did that when I was about 23

    [email protected]614-541-8475Podcast Guest on Show My Job Laid Me Off, So I Replaced My Salary with Rentals
    Reafco512 Reviews
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    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Remington Lyman:

      I would do a house hack. It is the best strategy to learn. I did that when I was about 23


       ​Appreciate the advice. House hacking definitely seems to be the consensus for getting your hands dirty fast with minimal risk.

      ​house hacking a 2-4 unit there is definitely on the table. My main internal debate right now is whether leveraging that local presence and existing network (st. Louis) is a smarter move than chasing slightly better spreadsheet metrics in another Midwest market (like Cleveland or Indianapolis) completely remotely.

      ​When you did your house hack at 23, were you already local to that market, or did you pick a market purely based on the numbers first?

      0Reply
  • Henry ClarkPro Member
    Developer · Member since 2020 · 4k+ posts · 4k+ votes
    3mo

    OP.  Look up my 10 or 11 posts on Mentoring.  Follow those steps.

    1.    What town or market are you near?

    2.  What is your housing cost currently?  


    3.  How much can you invest?   Don’t answer.  
    4.  How secure are you staying in that market?   
    5.   What is your family status?  Single?  Don’t answer.  
    6. What type of REI are you interested in?

    I would recommend you do about 5 Deal Analysis on a specific REI type. Post each one on here and ask for input. Work on a property checklist and a deal analysis. Then move on to financing. Then decide what type of Mentoring you want.

    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:

      OP.  Look up my 10 or 11 posts on Mentoring.  Follow those steps.

      1.    What town or market are you near?

      2.  What is your housing cost currently?  


      3.  How much can you invest?   Don’t answer.  
      4.  How secure are you staying in that market?   
      5.   What is your family status?  Single?  Don’t answer.  
      6. What type of REI are you interested in?

      I would recommend you do about 5 Deal Analysis on a specific REI type. Post each one on here and ask for input. Work on a property checklist and a deal analysis. Then move on to financing. Then decide what type of Mentoring you want.

      Appreciate the framework-I'll check out your mentoring threads today. To answer your questions: ​Markets: Currently analyzing a few target Midwest markets- St. Louis (where I have local ties), alongside Indianapolis, Kansas City, Cleveland, and Columbus. ​Current housing cost: Low / flexible right now, giving me solid runway. ​Market commitment: Flexible-my goal is to narrow this down to 1-2 core markets based on deal flow and local team strength. ​REI Type: Buy-and-hold small multi-family (2-4 units) and single-family rentals, or BRRRR. ​Taking your advice: I'm going to run 5 deal analyses across these markets over the next few days and post them here on BP to get feedback and calibrate my underwriting
      0Reply
  • Alfath AhmedBusiness Member
    Real Estate Agent · Columbus, OH · Member since 2022 · 1k+ posts · 1k+ votes
    3mo
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!


    I started by just reading books like rich dad/poor dad v1 and v2. Then i read brrrr by david greene and jumped into doing my first BRRRR deal.

    I own 30 rental units in Columbus. Happy to chat and give you advice on where you should be buying vs avoiding. The right lenders, contractors, and being able to scope out deals will be key so you can eliminate making mistakes. Yet, they will still happen. 

    But that is a apart of learning and becoming a better investor. 

    [email protected]614-802-5698
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  • Marc RiceBusiness Member
    Real Estate Agent · Columbus Cleveland Dayton, OH · Member since 2018 · 2k+ posts · 1k+ votes
    3mo
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!


    Either do a house-hack or a light BRRRR deal!

    [email protected]614-363-2787
    Marc Rice | Investor Friendly Agent at Reafco Tailwind Team574 Reviews
    WebsiteView Page
    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Marc Rice:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Either do a house-hack or a light BRRRR deal!


      Thanks for the advice! I've definitely been looking into BRRRR, although since I have capital available I'm less dependent on house hacking or low-down-payment strategies.

      I'm curious- did you start with a house hack or a BRRRR yourself? If you were starting today with capital but no real estate experience, would you still recommend going that route?

      Also, how did you learn to find and evaluate good BRRRR deals? Was it mostly through analyzing deals, mentors, local investors, agents, or something else?

      Appreciate any insight!

      0Reply
  • Ken M.
    Investor · Get yourself trained before doing something inadvisable. · Member since 2024 · 3k+ posts · 1k+ votes
    3mo
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!

    What everyone avoids commenting on is the aftermath of doing things wrong and trying to dig yourself out.

    Every successful investor has had downtimes, lost investments, economy downturns, lawsuits, and if you're really active, all the of bad stuff in between.

    It's the guy who sucks up his guts and keeps moving that makes it. The army doesn't train it's troops using cheerleaders. Successful Investing, is a lot harder, time consuming and as much about avoiding the hidden traps as it is about finding financing. Unless you start out with a lot of money and are free to lose it. But, people don't listen to that part, so you get a lot of wishful dreamers in the industry.
    2Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Ken M.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!

      What everyone avoids commenting on is the aftermath of doing things wrong and trying to dig yourself out.

      Every successful investor has had downtimes, lost investments, economy downturns, lawsuits, and if you're really active, all the of bad stuff in between.

      It's the guy who sucks up his guts and keeps moving that makes it. The army doesn't train it's troops using cheerleaders. Successful Investing, is a lot harder, time consuming and as much about avoiding the hidden traps as it is about finding financing. Unless you start out with a lot of money and are free to lose it. But, people don't listen to that part, so you get a lot of wishful dreamers in the industry.

       I appreciate this perspective. I think you're right that a lot of content focuses on the upside but doesn't talk enough about what happens when things go wrong.

      Since you've clearly seen some of the harder sides of investing, I'm curious: what are the biggest mistakes or hidden traps you see new investors making that they usually don't realize until it's too late?

      Also, for someone starting with capital but limited real-world investing experience, what would you focus on learning first to avoid expensive mistakes?

      Thanks for sharing the less talked-about side of it.

      0Reply
    • Ken M.
      Investor · Get yourself trained before doing something inadvisable. · Member since 2024 · 3k+ posts · 1k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Ken M.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!

      What everyone avoids commenting on is the aftermath of doing things wrong and trying to dig yourself out.

      Every successful investor has had downtimes, lost investments, economy downturns, lawsuits, and if you're really active, all the of bad stuff in between.

      It's the guy who sucks up his guts and keeps moving that makes it. The army doesn't train it's troops using cheerleaders. Successful Investing, is a lot harder, time consuming and as much about avoiding the hidden traps as it is about finding financing. Unless you start out with a lot of money and are free to lose it. But, people don't listen to that part, so you get a lot of wishful dreamers in the industry.

       I appreciate this perspective. I think you're right that a lot of content focuses on the upside but doesn't talk enough about what happens when things go wrong.

      Since you've clearly seen some of the harder sides of investing, I'm curious: what are the biggest mistakes or hidden traps you see new investors making that they usually don't realize until it's too late?

      Also, for someone starting with capital but limited real-world investing experience, what would you focus on learning first to avoid expensive mistakes?

      Thanks for sharing the less talked-about side of it.

      There are a lot of different sides to real estate. I left a fortune 500 company where I worked in sales, to working for a mortgage broker. So, I was professionally trained in sales and learned real estate from the inside.

      I am not a real estate agent. A real estate agent on the other hand is taught how to not get their brokerage sued. 80% of real estate agents have not bought or sold a house this year. But, they passed the real estate exam. Those are two entirely unrelated things.

      But they are not taught how to find leads, qualify sellers, put financing together, schedule time, track opportunities, calculate the opportunity costs, asset protection, taxes. 

      An experienced investor learns to do those things over time, but the travel can be bumpy. When I've helped people, we focus on making money and keeping it. And avoiding the things that trip people up, like time, taxes, tenants, lawsuits, "assuming" things, "analysis paralysis" as someone said and making errors in the decision tree.

      I often post about the less glamorous side, "does and don'ts" of investing. Few people comment on those but according to Bigger Pockets statistics, they get read.

      0Reply
  • Arman AhmedPro Member
    Real Estate Agent · Columbus Cleveland Dayton, OH · Member since 2024 · 2k+ posts · 972 votes
    3mo
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!


    You're already doing what I'd recommend. Keep learning through books, podcasts, and BiggerPockets, but don't get stuck in "analysis mode." The biggest leap comes from talking to active investors, walking properties, and building a local team in the market you choose. If you're planning to invest out of state in the Midwest, Ohio is definitely worth a closer look. The right relationships with agents, lenders, contractors, and property managers will teach you far more than an expensive course ever will.
    [email protected]614-418-6081
    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Arman Ahmed:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      You're already doing what I'd recommend. Keep learning through books, podcasts, and BiggerPockets, but don't get stuck in "analysis mode." The biggest leap comes from talking to active investors, walking properties, and building a local team in the market you choose. If you're planning to invest out of state in the Midwest, Ohio is definitely worth a closer look. The right relationships with agents, lenders, contractors, and property managers will teach you far more than an expensive course ever will.

       Appreciate the sanity check- it's reassuring to know self-study and networking are the right path over dropping big money on a course.

      ​"Avoiding analysis paralysis" is definitely my top priority right now. Ohio is high on my list (specifically eyeing Columbus and Cleveland alongside St. Louis), so it's great to hear another vote of confidence for the state.

      ​When you were first building out those core relationships out-of-state (agents, PMs, contractors), what was your go-to strategy for vetting and finding the right people before you actually had a deal under contract?

      0Reply
  • Henry ClarkPro Member
    Developer · Member since 2020 · 4k+ posts · 4k+ votes
    3mo

    OP.  What town or market are you near?  Not where you want to invest out of state.  Your best investment is where you live.

    What is your current housing cost and situation?  
    As a first time investor you have far more investment strategies available to you than a professional multi investment person.  

    1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:

      OP.  What town or market are you near?  Not where you want to invest out of state.  Your best investment is where you live.

      What is your current housing cost and situation?  
      As a first time investor you have far more investment strategies available to you than a professional multi investment person.  


       Based in St. Louis, MO

      Currently pay around 1500 in rent & utilities

      0Reply
    • Jaycee GreenePro Member
      Real Estate Consultant · St. Louis MSA · Member since 2024 · 3k+ posts · 728 votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  What town or market are you near?  Not where you want to invest out of state.  Your best investment is where you live.

      What is your current housing cost and situation?  
      As a first time investor you have far more investment strategies available to you than a professional multi investment person.  


       Based in St. Louis, MO

      Currently pay around 1500 in rent & utilities

      Hey @Omi Stambler, welcome to the BP Forum! As a native St. Louisan and assuming you're in a 2 Bed SFR, I'm going to guess you're either renting in North County or south city near I-55.

      If you were to house hack, what property type interest you most, an SFR or a 2-4 MF? Are you looking for turn-key properties or something along the lines of a "fixer upper"? And where in STL would you want to buy in for a house hack?

      [email protected]
      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Jaycee Greene:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  What town or market are you near?  Not where you want to invest out of state.  Your best investment is where you live.

      What is your current housing cost and situation?  
      As a first time investor you have far more investment strategies available to you than a professional multi investment person.  


       Based in St. Louis, MO

      Currently pay around 1500 in rent & utilities

      Hey @Omi Stambler, welcome to the BP Forum! As a native St. Louisan and assuming you're in a 2 Bed SFR, I'm going to guess you're either renting in North County or south city near I-55.

      If you were to house hack, what property type interest you most, an SFR or a 2-4 MF? Are you looking for turn-key properties or something along the lines of a "fixer upper"? And where in STL would you want to buy in for a house hack?

      Thanks! Good guess. I'm actually in Hi Pointe, in an apartment.


      My long-term goal isn't really to house hack. It's to build a portfolio of buy-and-hold rentals, with the possibility of doing some flips along the way. I have capital available, so what I'm really trying to learn is how experienced investors consistently find good deals and build the right team.
      From your experience in St. Louis, what's the best way to break into the local investing community? Would you focus on REIA meetings, wholesalers, investor-friendly agents, contractors, or something else? And where have you found the best deal flow in the area?
      I'd really appreciate any local insight.
      0Reply
    • Jaycee GreenePro Member
      Real Estate Consultant · St. Louis MSA · Member since 2024 · 3k+ posts · 728 votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Jaycee Greene:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  What town or market are you near?  Not where you want to invest out of state.  Your best investment is where you live.

      What is your current housing cost and situation?  
      As a first time investor you have far more investment strategies available to you than a professional multi investment person.  


       Based in St. Louis, MO

      Currently pay around 1500 in rent & utilities

      Hey @Omi Stambler, welcome to the BP Forum! As a native St. Louisan and assuming you're in a 2 Bed SFR, I'm going to guess you're either renting in North County or south city near I-55.

      If you were to house hack, what property type interest you most, an SFR or a 2-4 MF? Are you looking for turn-key properties or something along the lines of a "fixer upper"? And where in STL would you want to buy in for a house hack?

      Thanks! Good guess. I'm actually in Hi Pointe, in an apartment.


      My long-term goal isn't really to house hack. It's to build a portfolio of buy-and-hold rentals, with the possibility of doing some flips along the way. I have capital available, so what I'm really trying to learn is how experienced investors consistently find good deals and build the right team.
      From your experience in St. Louis, what's the best way to break into the local investing community? Would you focus on REIA meetings, wholesalers, investor-friendly agents, contractors, or something else? And where have you found the best deal flow in the area?
      I'd really appreciate any local insight.

       Hey @Omi Stambler! Sorry for my delay in getting back to you (on vacation). I would highly suggest you get involved with the St. Louis REI Happy Hour - they have a monthly meeting near the end of each month on Vandeventer. I'd also recommend finding an investor-friendly agent (perhaps Lynne Hart) to help you find deals. Good luck!

      [email protected]
      0Reply
  • Henry ClarkPro Member
    Developer · Member since 2020 · 4k+ posts · 4k+ votes
    3mo

    OP.  Went back and read your post. First line St Louis.  You're in one of the BEST real estate markets in the US for YOU. I have lived in Creve Coeur and Chesterfield; our headquarters was in Florissant. St Louis is about 15 small towns/neighborhoods in one city, not counting towns within 30 minutes. There are all types of significant neighborhoods that you can do different REI strategies. Low Income Section 8, Tourist, High Income, Middle Income, strategic locations, recreational, college/hospital markets, Military, flat roof churches, daycare facility "Buildings", old Elementary schools, etc.

    You said Buy/Hold.  Within that, then Value Add and/or Cash Flow.

    1. Decide on your REI strategy.

    2.  If your single, leverage your monthly rental payments.  You might do a property with a small detached or side access living area. You live in it, rent the big area out.

    3. Start out doing easy BRRRR's. Nothing too structural. Landscape, paint job, flooring, roof, etc. Check the main structural issues, Foundation, Roof, Windows, bathrooms, utilities, HVAC.

    4.  You probably make too much and have too many assets but check out USDA low interest and no down loans.  You might see if you can do Hard Money loans, or long-term loans to people like this.  Just another strategy.  Then you don't have to worry about renters or maintenance.

    5.  Military and Coast Guard.  They get Federal Base Housing Allowance.  If they cause any damage or don't pay, you call their Commanding Officer, and they will get it straightened out.  This takes 2 of the main Rental issues off your table, turnover costs and collections.  Reduce your risk.

    6.  Section 8 housing.

    7.  Join some Real Estate groups in that Market area.

    8.  As you talk with them and professionals start making a Team list.  Realtors, insurance, bankers, HVAC, Electric, PMs, etc etc, keep asking for good people in your market area and adding to your list.  Once you find them keep them as your team.  Don't keep looking for Cheap.

    9.  Recommend you go for value Add.  Even though you have cash, you will limit out pretty quickly.  Look online for the oldest listings.  Pick an ugly house in an older great neighborhood.  Pick a low-income duplex or fourplex.   I would stay away from college investing areas.  Stable market but will be higher priced.  Look for the military angle.  Pick two types and do Deal Analysis on them.  Post them and ask for input.

    Why is St Louis the best market for YOU. Because you live there.  You can get to know the neighborhoods and Team.  You can use your personal Rental costs.  Since your 23.  Do you have 3 or 5 friends?  Buy a great house and rent rooms.  You get the smallest room. You might do the Hospital or College thing.

    Primary 2 out of 5-year tax free capital gains up to $250,000.

    Lots of more 1st time investor advantages.

    1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:

      OP.  Went back and read your post. First line St Louis.  You're in one of the BEST real estate markets in the US for YOU. I have lived in Creve Coeur and Chesterfield; our headquarters was in Florissant. St Louis is about 15 small towns/neighborhoods in one city, not counting towns within 30 minutes. There are all types of significant neighborhoods that you can do different REI strategies. Low Income Section 8, Tourist, High Income, Middle Income, strategic locations, recreational, college/hospital markets, Military, flat roof churches, daycare facility "Buildings", old Elementary schools, etc.

      You said Buy/Hold.  Within that, then Value Add and/or Cash Flow.

      1. Decide on your REI strategy.

      2.  If your single, leverage your monthly rental payments.  You might do a property with a small detached or side access living area. You live in it, rent the big area out.

      3. Start out doing easy BRRRR's. Nothing too structural. Landscape, paint job, flooring, roof, etc. Check the main structural issues, Foundation, Roof, Windows, bathrooms, utilities, HVAC.

      4.  You probably make too much and have too many assets but check out USDA low interest and no down loans.  You might see if you can do Hard Money loans, or long-term loans to people like this.  Just another strategy.  Then you don't have to worry about renters or maintenance.

      5.  Military and Coast Guard.  They get Federal Base Housing Allowance.  If they cause any damage or don't pay, you call their Commanding Officer, and they will get it straightened out.  This takes 2 of the main Rental issues off your table, turnover costs and collections.  Reduce your risk.

      6.  Section 8 housing.

      7.  Join some Real Estate groups in that Market area.

      8.  As you talk with them and professionals start making a Team list.  Realtors, insurance, bankers, HVAC, Electric, PMs, etc etc, keep asking for good people in your market area and adding to your list.  Once you find them keep them as your team.  Don't keep looking for Cheap.

      9.  Recommend you go for value Add.  Even though you have cash, you will limit out pretty quickly.  Look online for the oldest listings.  Pick an ugly house in an older great neighborhood.  Pick a low-income duplex or fourplex.   I would stay away from college investing areas.  Stable market but will be higher priced.  Look for the military angle.  Pick two types and do Deal Analysis on them.  Post them and ask for input.

      Why is St Louis the best market for YOU. Because you live there.  You can get to know the neighborhoods and Team.  You can use your personal Rental costs.  Since your 23.  Do you have 3 or 5 friends?  Buy a great house and rent rooms.  You get the smallest room. You might do the Hospital or College thing.

      Primary 2 out of 5-year tax free capital gains up to $250,000.

      Lots of more 1st time investor advantages.


       Henry, thanks for taking the time to write such a detailed response. I really appreciate it.

      You’re right that St. Louis is interesting because it’s not just one market- it’s a collection of very different neighborhoods with different strategies. I’ve spent a lot of time driving around the area and seeing the differences between neighborhoods.

      My goal is buy-and-hold, and I’m trying to decide the best first strategy. I have capital available, so I’m not necessarily limited to house hacking, but I want to make my first deal a good learning experience and set myself up to scale.

      A couple questions:

      - If you were 23, had capital, knew the St. Louis area well, and were buying your first rental today, what strategy would you choose first (BRRRR, duplex/fourplex, single-family value-add, something else)?

      - Are there specific areas you think are overlooked right now where a new investor could learn and still find good deals?

      - How would you go about building the team you mentioned (investor-friendly agent, contractors, lenders, property managers)? Would you start with meetups/REIA groups, or reach out directly?

      Thanks again- this is exactly the type of practical advice I was hoping to get from BP.

      1Reply
    • Henry ClarkPro Member
      Developer · Member since 2020 · 4k+ posts · 4k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  Went back and read your post. First line St Louis.  You're in one of the BEST real estate markets in the US for YOU. I have lived in Creve Coeur and Chesterfield; our headquarters was in Florissant. St Louis is about 15 small towns/neighborhoods in one city, not counting towns within 30 minutes. There are all types of significant neighborhoods that you can do different REI strategies. Low Income Section 8, Tourist, High Income, Middle Income, strategic locations, recreational, college/hospital markets, Military, flat roof churches, daycare facility "Buildings", old Elementary schools, etc.

      You said Buy/Hold.  Within that, then Value Add and/or Cash Flow.

      1. Decide on your REI strategy.

      2.  If your single, leverage your monthly rental payments.  You might do a property with a small detached or side access living area. You live in it, rent the big area out.

      3. Start out doing easy BRRRR's. Nothing too structural. Landscape, paint job, flooring, roof, etc. Check the main structural issues, Foundation, Roof, Windows, bathrooms, utilities, HVAC.

      4.  You probably make too much and have too many assets but check out USDA low interest and no down loans.  You might see if you can do Hard Money loans, or long-term loans to people like this.  Just another strategy.  Then you don't have to worry about renters or maintenance.

      5.  Military and Coast Guard.  They get Federal Base Housing Allowance.  If they cause any damage or don't pay, you call their Commanding Officer, and they will get it straightened out.  This takes 2 of the main Rental issues off your table, turnover costs and collections.  Reduce your risk.

      6.  Section 8 housing.

      7.  Join some Real Estate groups in that Market area.

      8.  As you talk with them and professionals start making a Team list.  Realtors, insurance, bankers, HVAC, Electric, PMs, etc etc, keep asking for good people in your market area and adding to your list.  Once you find them keep them as your team.  Don't keep looking for Cheap.

      9.  Recommend you go for value Add.  Even though you have cash, you will limit out pretty quickly.  Look online for the oldest listings.  Pick an ugly house in an older great neighborhood.  Pick a low-income duplex or fourplex.   I would stay away from college investing areas.  Stable market but will be higher priced.  Look for the military angle.  Pick two types and do Deal Analysis on them.  Post them and ask for input.

      Why is St Louis the best market for YOU. Because you live there.  You can get to know the neighborhoods and Team.  You can use your personal Rental costs.  Since your 23.  Do you have 3 or 5 friends?  Buy a great house and rent rooms.  You get the smallest room. You might do the Hospital or College thing.

      Primary 2 out of 5-year tax free capital gains up to $250,000.

      Lots of more 1st time investor advantages.


       Henry, thanks for taking the time to write such a detailed response. I really appreciate it.

      You’re right that St. Louis is interesting because it’s not just one market- it’s a collection of very different neighborhoods with different strategies. I’ve spent a lot of time driving around the area and seeing the differences between neighborhoods.

      My goal is buy-and-hold, and I’m trying to decide the best first strategy. I have capital available, so I’m not necessarily limited to house hacking, but I want to make my first deal a good learning experience and set myself up to scale.

      A couple questions:

      - If you were 23, had capital, knew the St. Louis area well, and were buying your first rental today, what strategy would you choose first (BRRRR, duplex/fourplex, single-family value-add, something else)?

      - Are there specific areas you think are overlooked right now where a new investor could learn and still find good deals?

      - How would you go about building the team you mentioned (investor-friendly agent, contractors, lenders, property managers)? Would you start with meetups/REIA groups, or reach out directly?

      Thanks again- this is exactly the type of practical advice I was hoping to get from BP.


       OP you have to isolate YOU.  Cash to invest, family situation, your housing cost, your job, life style, etc to determine your first.  

      If I was 23 , single, paid $1,100 to $1,300 in rent, was an Internal Auditor who travelled 40 weeks out of the year, etc etc.  My risk tolerance was xxx.   I expected the stock market to tank.   I expect inflation and interest rates to go up.  My personal views.  

      I would find several great older neighborhoods.   Find the ugliest house listed for a long time.   With 6 bd and 4 ba.  3 kitchens.   Etc.  Someone who just died so family has stepped up basis and aren’t worried about capital gains or having a low interest loan.   Etc etc.  

      I would buy it and start fixing up.  Would rent furnished to traveling nurses with flexible rental terms.  

      Would do this for 2 years then with your extra cash invest in a 4 plex.  Would look along the sub system.  So less travel and lots of easy entertainment.  Rent to military or coast guard.  

      The above are not your Scale approach.  Learn with low risk.  Then figure out how to scale. 

      1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  Went back and read your post. First line St Louis.  You're in one of the BEST real estate markets in the US for YOU. I have lived in Creve Coeur and Chesterfield; our headquarters was in Florissant. St Louis is about 15 small towns/neighborhoods in one city, not counting towns within 30 minutes. There are all types of significant neighborhoods that you can do different REI strategies. Low Income Section 8, Tourist, High Income, Middle Income, strategic locations, recreational, college/hospital markets, Military, flat roof churches, daycare facility "Buildings", old Elementary schools, etc.

      You said Buy/Hold.  Within that, then Value Add and/or Cash Flow.

      1. Decide on your REI strategy.

      2.  If your single, leverage your monthly rental payments.  You might do a property with a small detached or side access living area. You live in it, rent the big area out.

      3. Start out doing easy BRRRR's. Nothing too structural. Landscape, paint job, flooring, roof, etc. Check the main structural issues, Foundation, Roof, Windows, bathrooms, utilities, HVAC.

      4.  You probably make too much and have too many assets but check out USDA low interest and no down loans.  You might see if you can do Hard Money loans, or long-term loans to people like this.  Just another strategy.  Then you don't have to worry about renters or maintenance.

      5.  Military and Coast Guard.  They get Federal Base Housing Allowance.  If they cause any damage or don't pay, you call their Commanding Officer, and they will get it straightened out.  This takes 2 of the main Rental issues off your table, turnover costs and collections.  Reduce your risk.

      6.  Section 8 housing.

      7.  Join some Real Estate groups in that Market area.

      8.  As you talk with them and professionals start making a Team list.  Realtors, insurance, bankers, HVAC, Electric, PMs, etc etc, keep asking for good people in your market area and adding to your list.  Once you find them keep them as your team.  Don't keep looking for Cheap.

      9.  Recommend you go for value Add.  Even though you have cash, you will limit out pretty quickly.  Look online for the oldest listings.  Pick an ugly house in an older great neighborhood.  Pick a low-income duplex or fourplex.   I would stay away from college investing areas.  Stable market but will be higher priced.  Look for the military angle.  Pick two types and do Deal Analysis on them.  Post them and ask for input.

      Why is St Louis the best market for YOU. Because you live there.  You can get to know the neighborhoods and Team.  You can use your personal Rental costs.  Since your 23.  Do you have 3 or 5 friends?  Buy a great house and rent rooms.  You get the smallest room. You might do the Hospital or College thing.

      Primary 2 out of 5-year tax free capital gains up to $250,000.

      Lots of more 1st time investor advantages.


       Henry, thanks for taking the time to write such a detailed response. I really appreciate it.

      You’re right that St. Louis is interesting because it’s not just one market- it’s a collection of very different neighborhoods with different strategies. I’ve spent a lot of time driving around the area and seeing the differences between neighborhoods.

      My goal is buy-and-hold, and I’m trying to decide the best first strategy. I have capital available, so I’m not necessarily limited to house hacking, but I want to make my first deal a good learning experience and set myself up to scale.

      A couple questions:

      - If you were 23, had capital, knew the St. Louis area well, and were buying your first rental today, what strategy would you choose first (BRRRR, duplex/fourplex, single-family value-add, something else)?

      - Are there specific areas you think are overlooked right now where a new investor could learn and still find good deals?

      - How would you go about building the team you mentioned (investor-friendly agent, contractors, lenders, property managers)? Would you start with meetups/REIA groups, or reach out directly?

      Thanks again- this is exactly the type of practical advice I was hoping to get from BP.


       OP you have to isolate YOU.  Cash to invest, family situation, your housing cost, your job, life style, etc to determine your first.  

      If I was 23 , single, paid $1,100 to $1,300 in rent, was an Internal Auditor who travelled 40 weeks out of the year, etc etc.  My risk tolerance was xxx.   I expected the stock market to tank.   I expect inflation and interest rates to go up.  My personal views.  

      I would find several great older neighborhoods.   Find the ugliest house listed for a long time.   With 6 bd and 4 ba.  3 kitchens.   Etc.  Someone who just died so family has stepped up basis and aren’t worried about capital gains or having a low interest loan.   Etc etc.  

      I would buy it and start fixing up.  Would rent furnished to traveling nurses with flexible rental terms.  

      Would do this for 2 years then with your extra cash invest in a 4 plex.  Would look along the sub system.  So less travel and lots of easy entertainment.  Rent to military or coast guard.  

      The above are not your Scale approach.  Learn with low risk.  Then figure out how to scale. 


       Henry, I appreciate the way you framed it. I think the point about making the first deal a learning experience and minimizing risk before trying to scale is something I need to keep in mind.

      The part that stood out to me was your focus on finding an ugly property in a strong neighborhood rather than just chasing cash flow. How did you personally get good at identifying those opportunities? Was it mostly studying neighborhoods, analyzing lots of deals, working with certain agents, or something else?

      Also, when you were building your portfolio, what was the biggest mistake you see new investors make on their first couple deals?

      Thanks again for sharing your thought process.

      0Reply
    • Henry ClarkPro Member
      Developer · Member since 2020 · 4k+ posts · 4k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Henry Clark:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  Went back and read your post. First line St Louis.  You're in one of the BEST real estate markets in the US for YOU. I have lived in Creve Coeur and Chesterfield; our headquarters was in Florissant. St Louis is about 15 small towns/neighborhoods in one city, not counting towns within 30 minutes. There are all types of significant neighborhoods that you can do different REI strategies. Low Income Section 8, Tourist, High Income, Middle Income, strategic locations, recreational, college/hospital markets, Military, flat roof churches, daycare facility "Buildings", old Elementary schools, etc.

      You said Buy/Hold.  Within that, then Value Add and/or Cash Flow.

      1. Decide on your REI strategy.

      2.  If your single, leverage your monthly rental payments.  You might do a property with a small detached or side access living area. You live in it, rent the big area out.

      3. Start out doing easy BRRRR's. Nothing too structural. Landscape, paint job, flooring, roof, etc. Check the main structural issues, Foundation, Roof, Windows, bathrooms, utilities, HVAC.

      4.  You probably make too much and have too many assets but check out USDA low interest and no down loans.  You might see if you can do Hard Money loans, or long-term loans to people like this.  Just another strategy.  Then you don't have to worry about renters or maintenance.

      5.  Military and Coast Guard.  They get Federal Base Housing Allowance.  If they cause any damage or don't pay, you call their Commanding Officer, and they will get it straightened out.  This takes 2 of the main Rental issues off your table, turnover costs and collections.  Reduce your risk.

      6.  Section 8 housing.

      7.  Join some Real Estate groups in that Market area.

      8.  As you talk with them and professionals start making a Team list.  Realtors, insurance, bankers, HVAC, Electric, PMs, etc etc, keep asking for good people in your market area and adding to your list.  Once you find them keep them as your team.  Don't keep looking for Cheap.

      9.  Recommend you go for value Add.  Even though you have cash, you will limit out pretty quickly.  Look online for the oldest listings.  Pick an ugly house in an older great neighborhood.  Pick a low-income duplex or fourplex.   I would stay away from college investing areas.  Stable market but will be higher priced.  Look for the military angle.  Pick two types and do Deal Analysis on them.  Post them and ask for input.

      Why is St Louis the best market for YOU. Because you live there.  You can get to know the neighborhoods and Team.  You can use your personal Rental costs.  Since your 23.  Do you have 3 or 5 friends?  Buy a great house and rent rooms.  You get the smallest room. You might do the Hospital or College thing.

      Primary 2 out of 5-year tax free capital gains up to $250,000.

      Lots of more 1st time investor advantages.


       Henry, thanks for taking the time to write such a detailed response. I really appreciate it.

      You’re right that St. Louis is interesting because it’s not just one market- it’s a collection of very different neighborhoods with different strategies. I’ve spent a lot of time driving around the area and seeing the differences between neighborhoods.

      My goal is buy-and-hold, and I’m trying to decide the best first strategy. I have capital available, so I’m not necessarily limited to house hacking, but I want to make my first deal a good learning experience and set myself up to scale.

      A couple questions:

      - If you were 23, had capital, knew the St. Louis area well, and were buying your first rental today, what strategy would you choose first (BRRRR, duplex/fourplex, single-family value-add, something else)?

      - Are there specific areas you think are overlooked right now where a new investor could learn and still find good deals?

      - How would you go about building the team you mentioned (investor-friendly agent, contractors, lenders, property managers)? Would you start with meetups/REIA groups, or reach out directly?

      Thanks again- this is exactly the type of practical advice I was hoping to get from BP.


       OP you have to isolate YOU.  Cash to invest, family situation, your housing cost, your job, life style, etc to determine your first.  

      If I was 23 , single, paid $1,100 to $1,300 in rent, was an Internal Auditor who travelled 40 weeks out of the year, etc etc.  My risk tolerance was xxx.   I expected the stock market to tank.   I expect inflation and interest rates to go up.  My personal views.  

      I would find several great older neighborhoods.   Find the ugliest house listed for a long time.   With 6 bd and 4 ba.  3 kitchens.   Etc.  Someone who just died so family has stepped up basis and aren’t worried about capital gains or having a low interest loan.   Etc etc.  

      I would buy it and start fixing up.  Would rent furnished to traveling nurses with flexible rental terms.  

      Would do this for 2 years then with your extra cash invest in a 4 plex.  Would look along the sub system.  So less travel and lots of easy entertainment.  Rent to military or coast guard.  

      The above are not your Scale approach.  Learn with low risk.  Then figure out how to scale. 


       Henry, I appreciate the way you framed it. I think the point about making the first deal a learning experience and minimizing risk before trying to scale is something I need to keep in mind.

      The part that stood out to me was your focus on finding an ugly property in a strong neighborhood rather than just chasing cash flow. How did you personally get good at identifying those opportunities? Was it mostly studying neighborhoods, analyzing lots of deals, working with certain agents, or something else?

      Also, when you were building your portfolio, what was the biggest mistake you see new investors make on their first couple deals?

      Thanks again for sharing your thought process.


       OP we do Self storage and Country subdivisions.  I’m a CFO retired.  But when I started I settled on Selfstorage.  Did all my homework. But felt only knew 80%.  I decided it was now or never.  That I would never get to 100% without doing a deal. Analyzed my risk and decided worst case I might lose $50,000.  Or real worst case I never do a deal and keep working for salary.  

      Your first deal your downside is more important than your upside.  Because you may never start.  

      Join a real estate group.  Always use a Buyer broker and not the listing agent.  1.  The seller pays.  2. Easy money for the buyer agent. 3.  Their interest is use.  4.  They are more likely to send deals your way in the future. 

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP.  Went back and read your post. First line St Louis.  You're in one of the BEST real estate markets in the US for YOU. I have lived in Creve Coeur and Chesterfield; our headquarters was in Florissant. St Louis is about 15 small towns/neighborhoods in one city, not counting towns within 30 minutes. There are all types of significant neighborhoods that you can do different REI strategies. Low Income Section 8, Tourist, High Income, Middle Income, strategic locations, recreational, college/hospital markets, Military, flat roof churches, daycare facility "Buildings", old Elementary schools, etc.

      You said Buy/Hold.  Within that, then Value Add and/or Cash Flow.

      1. Decide on your REI strategy.

      2.  If your single, leverage your monthly rental payments.  You might do a property with a small detached or side access living area. You live in it, rent the big area out.

      3. Start out doing easy BRRRR's. Nothing too structural. Landscape, paint job, flooring, roof, etc. Check the main structural issues, Foundation, Roof, Windows, bathrooms, utilities, HVAC.

      4.  You probably make too much and have too many assets but check out USDA low interest and no down loans.  You might see if you can do Hard Money loans, or long-term loans to people like this.  Just another strategy.  Then you don't have to worry about renters or maintenance.

      5.  Military and Coast Guard.  They get Federal Base Housing Allowance.  If they cause any damage or don't pay, you call their Commanding Officer, and they will get it straightened out.  This takes 2 of the main Rental issues off your table, turnover costs and collections.  Reduce your risk.

      6.  Section 8 housing.

      7.  Join some Real Estate groups in that Market area.

      8.  As you talk with them and professionals start making a Team list.  Realtors, insurance, bankers, HVAC, Electric, PMs, etc etc, keep asking for good people in your market area and adding to your list.  Once you find them keep them as your team.  Don't keep looking for Cheap.

      9.  Recommend you go for value Add.  Even though you have cash, you will limit out pretty quickly.  Look online for the oldest listings.  Pick an ugly house in an older great neighborhood.  Pick a low-income duplex or fourplex.   I would stay away from college investing areas.  Stable market but will be higher priced.  Look for the military angle.  Pick two types and do Deal Analysis on them.  Post them and ask for input.

      Why is St Louis the best market for YOU. Because you live there.  You can get to know the neighborhoods and Team.  You can use your personal Rental costs.  Since your 23.  Do you have 3 or 5 friends?  Buy a great house and rent rooms.  You get the smallest room. You might do the Hospital or College thing.

      Primary 2 out of 5-year tax free capital gains up to $250,000.

      Lots of more 1st time investor advantages.


       Henry, thanks for taking the time to write such a detailed response. I really appreciate it.

      You’re right that St. Louis is interesting because it’s not just one market- it’s a collection of very different neighborhoods with different strategies. I’ve spent a lot of time driving around the area and seeing the differences between neighborhoods.

      My goal is buy-and-hold, and I’m trying to decide the best first strategy. I have capital available, so I’m not necessarily limited to house hacking, but I want to make my first deal a good learning experience and set myself up to scale.

      A couple questions:

      - If you were 23, had capital, knew the St. Louis area well, and were buying your first rental today, what strategy would you choose first (BRRRR, duplex/fourplex, single-family value-add, something else)?

      - Are there specific areas you think are overlooked right now where a new investor could learn and still find good deals?

      - How would you go about building the team you mentioned (investor-friendly agent, contractors, lenders, property managers)? Would you start with meetups/REIA groups, or reach out directly?

      Thanks again- this is exactly the type of practical advice I was hoping to get from BP.


       OP you have to isolate YOU.  Cash to invest, family situation, your housing cost, your job, life style, etc to determine your first.  

      If I was 23 , single, paid $1,100 to $1,300 in rent, was an Internal Auditor who travelled 40 weeks out of the year, etc etc.  My risk tolerance was xxx.   I expected the stock market to tank.   I expect inflation and interest rates to go up.  My personal views.  

      I would find several great older neighborhoods.   Find the ugliest house listed for a long time.   With 6 bd and 4 ba.  3 kitchens.   Etc.  Someone who just died so family has stepped up basis and aren’t worried about capital gains or having a low interest loan.   Etc etc.  

      I would buy it and start fixing up.  Would rent furnished to traveling nurses with flexible rental terms.  

      Would do this for 2 years then with your extra cash invest in a 4 plex.  Would look along the sub system.  So less travel and lots of easy entertainment.  Rent to military or coast guard.  

      The above are not your Scale approach.  Learn with low risk.  Then figure out how to scale. 


       Henry, I appreciate the way you framed it. I think the point about making the first deal a learning experience and minimizing risk before trying to scale is something I need to keep in mind.

      The part that stood out to me was your focus on finding an ugly property in a strong neighborhood rather than just chasing cash flow. How did you personally get good at identifying those opportunities? Was it mostly studying neighborhoods, analyzing lots of deals, working with certain agents, or something else?

      Also, when you were building your portfolio, what was the biggest mistake you see new investors make on their first couple deals?

      Thanks again for sharing your thought process.


       OP we do Self storage and Country subdivisions.  I’m a CFO retired.  But when I started I settled on Selfstorage.  Did all my homework. But felt only knew 80%.  I decided it was now or never.  That I would never get to 100% without doing a deal. Analyzed my risk and decided worst case I might lose $50,000.  Or real worst case I never do a deal and keep working for salary.  

      Your first deal your downside is more important than your upside.  Because you may never start.  

      Join a real estate group.  Always use a Buyer broker and not the listing agent.  1.  The seller pays.  2. Easy money for the buyer agent. 3.  Their interest is use.  4.  They are more likely to send deals your way in the future. 


       Henry, I really like the way you think about it- especially the idea that you'll never get to 100% before doing your first deal. That's something I've been realizing from all the responses here.

      When you say you analyzed your downside before pulling the trigger, what did that actually look like? What were the key factors you evaluated to convince yourself the risk was acceptable?

      Also, you mentioned joining a real estate group. Looking back, what was the biggest benefit you got from those groups- finding deals, meeting partners, building your team, or just learning from experienced investors?

      Thanks again for taking the time to share your experience.

      0Reply
  • Michael Manchester
    Specialist · Florida · Member since 2026 · 29 posts · 17 votes
    3mo

    I personally don't know anyone who got a real benefit from one of the endless amount of courses out there. I found that communities like BP and local REIA groups provide you with a much better return on your investment - both money and time.

    1Reply
  • Nicholas L.Pro Member
    Flipper/Rehabber · Pittsburgh · Member since 2018 · 6k+ posts · 5k+ votes
    3mo

    @Omi Stambler

    well, @Henry Clark just answered your question about why flexibility is your superpower.

    everything he said.

    there's no reason to go "out of state" if you're in STL.

    start with a house hack and let us know how it goes.

    1Reply
  • Adam S.
    Member since 2026 · 72 posts · 30 votes
    3mo
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!


    Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

    One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

    You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

    Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.

    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Adam S.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

      One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

      You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

      Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.


       Thanks, I appreciate the perspective. I agree that the hardest part seems to be separating people who are actually investing from people who are mainly selling the idea of investing.

      Since you've spent time learning through YouTube, forums, and local groups, I'm curious:

      - Are there any specific channels, creators, or resources you think are genuinely worth following?

      - How did you identify which investors were worth learning from when you were starting out?

      - When you went to local REI meetups, what was the best way you found to turn those conversations into actual relationships?

      I'm trying to focus less on collecting information and more on learning from people who are actively doing deals.

      0Reply
    • Adam S.
      Member since 2026 · 72 posts · 30 votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

      One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

      You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

      Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.


       Thanks, I appreciate the perspective. I agree that the hardest part seems to be separating people who are actually investing from people who are mainly selling the idea of investing.

      Since you've spent time learning through YouTube, forums, and local groups, I'm curious:

      - Are there any specific channels, creators, or resources you think are genuinely worth following?

      - How did you identify which investors were worth learning from when you were starting out?

      - When you went to local REI meetups, what was the best way you found to turn those conversations into actual relationships?

      I'm trying to focus less on collecting information and more on learning from people who are actively doing deals.


      I've been in the real estate investing game since 2003. Most of what I've learned came the old-fashioned way..  through trial, error, and a few expensive lessons along the way.

      The BiggerPockets forums are packed with valuable information for investors at every stage. Reddit can also be a surprisingly solid resource, as long as you know how to separate the gems from the "overnight millionaire" advice.

      I started by investing in college towns and gradually expanded from there. Every few years, I'd complete a 1031 exchange into a larger or better-performing property. Rinse, repeat, and let time do some of the heavy lifting.

      One of the biggest lessons I've learned is the value of building relationships with other investors and industry professionals. When you attend networking events, aim to be a better listener than a talker. People are usually looking for someone who can help solve a problem, and you're looking for opportunities to learn and build connections. Listen first, ask thoughtful questions, and see where the conversation leads.

      I'd also recommend checking out local REI meetups on BiggerPockets. When I was getting started, I found many great groups through Meetup.com. I'm not sure how active they are today, but it's definitely worth a look. The best part? Most of them were free, which is about the only thing in real estate that still is.

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Adam S.:
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

      One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

      You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

      Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.


       Thanks, I appreciate the perspective. I agree that the hardest part seems to be separating people who are actually investing from people who are mainly selling the idea of investing.

      Since you've spent time learning through YouTube, forums, and local groups, I'm curious:

      - Are there any specific channels, creators, or resources you think are genuinely worth following?

      - How did you identify which investors were worth learning from when you were starting out?

      - When you went to local REI meetups, what was the best way you found to turn those conversations into actual relationships?

      I'm trying to focus less on collecting information and more on learning from people who are actively doing deals.


      I've been in the real estate investing game since 2003. Most of what I've learned came the old-fashioned way..  through trial, error, and a few expensive lessons along the way.

      The BiggerPockets forums are packed with valuable information for investors at every stage. Reddit can also be a surprisingly solid resource, as long as you know how to separate the gems from the "overnight millionaire" advice.

      I started by investing in college towns and gradually expanded from there. Every few years, I'd complete a 1031 exchange into a larger or better-performing property. Rinse, repeat, and let time do some of the heavy lifting.

      One of the biggest lessons I've learned is the value of building relationships with other investors and industry professionals. When you attend networking events, aim to be a better listener than a talker. People are usually looking for someone who can help solve a problem, and you're looking for opportunities to learn and build connections. Listen first, ask thoughtful questions, and see where the conversation leads.

      I'd also recommend checking out local REI meetups on BiggerPockets. When I was getting started, I found many great groups through Meetup.com. I'm not sure how active they are today, but it's definitely worth a look. The best part? Most of them were free, which is about the only thing in real estate that still is.


       Thanks, I agree. The relationship side is something I’m trying to get better at, especially since real estate seems to be such a relationship-driven business.

      When you were first building your network, how did those relationships actually turn into opportunities? For example, did deals mostly come from other investors, agents, wholesalers, contractors, or just staying in touch with people over time?

      Also, after 20+ years of investing, what’s one thing you wish you had focused on earlier when you were starting out?

      Appreciate you sharing your experience.

      0Reply
    • Adam S.
      Member since 2026 · 72 posts · 30 votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

      One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

      You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

      Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.


       Thanks, I appreciate the perspective. I agree that the hardest part seems to be separating people who are actually investing from people who are mainly selling the idea of investing.

      Since you've spent time learning through YouTube, forums, and local groups, I'm curious:

      - Are there any specific channels, creators, or resources you think are genuinely worth following?

      - How did you identify which investors were worth learning from when you were starting out?

      - When you went to local REI meetups, what was the best way you found to turn those conversations into actual relationships?

      I'm trying to focus less on collecting information and more on learning from people who are actively doing deals.


      I've been in the real estate investing game since 2003. Most of what I've learned came the old-fashioned way..  through trial, error, and a few expensive lessons along the way.

      The BiggerPockets forums are packed with valuable information for investors at every stage. Reddit can also be a surprisingly solid resource, as long as you know how to separate the gems from the "overnight millionaire" advice.

      I started by investing in college towns and gradually expanded from there. Every few years, I'd complete a 1031 exchange into a larger or better-performing property. Rinse, repeat, and let time do some of the heavy lifting.

      One of the biggest lessons I've learned is the value of building relationships with other investors and industry professionals. When you attend networking events, aim to be a better listener than a talker. People are usually looking for someone who can help solve a problem, and you're looking for opportunities to learn and build connections. Listen first, ask thoughtful questions, and see where the conversation leads.

      I'd also recommend checking out local REI meetups on BiggerPockets. When I was getting started, I found many great groups through Meetup.com. I'm not sure how active they are today, but it's definitely worth a look. The best part? Most of them were free, which is about the only thing in real estate that still is.


       Thanks, I agree. The relationship side is something I’m trying to get better at, especially since real estate seems to be such a relationship-driven business.

      When you were first building your network, how did those relationships actually turn into opportunities? For example, did deals mostly come from other investors, agents, wholesalers, contractors, or just staying in touch with people over time?

      Also, after 20+ years of investing, what’s one thing you wish you had focused on earlier when you were starting out?

      Appreciate you sharing your experience.


      I made some great connections over the years, and many of my best clients actually came from the REI meetings back when I was an agent... What feels like several lifetimes ago. I've always believed that if you put your clients first and genuinely look out for their best interests, they'll remember it. And if you don't? Rest assured, someone else will

      One of my earliest deals as an investor was a six-story building in Troy, NY. It needed just about everything you could imagine. Between contractors, permits, unexpected issues, and enough headaches to keep an aspirin company in business, I quickly realized I had bitten off more than I could chew. I couldn't be on-site as much as I wanted, so I hired a project manager. He did his best, but nobody watches your investment quite like you do.

      On the bright side, I secured about $200,000 in grants from the NYS Development Fund and National Grid (utility company), which certainly helped. I purchased the building for $40,000, invested another $400,000 into renovations, and today it's worth roughly $900,000. I also managed to secure a 20-year tax abatement, which definitely softened the blow. I still own the building, but getting it stabilized and fully operational was anything but easy. It was one of those projects that teaches you a lot; whether you wanted the lessons or not.

      If I could offer one piece of advice, it would be to start small and stay local. It's easy to get caught up dreaming about the next big deal, but don't let your imagination write checks your project can't cash. Keep your feet on the ground, do your due diligence, and then do it again. Check, double-check, and triple-check everything.

      Whenever possible, buy the materials yourself. Contractors often mark them up, and those costs add up fast. Visit your job sites at different times of the day and on different days of the week. The surprise visit is one of the most underrated management tools in real estate.

      Also, make sure you have plenty of reserves before jumping into the real estate game. Deals almost always cost more and take longer than expected. Build a strong team, but always have backup options. I've lost count of how many times a contractor promised the moon and delivered a flashlight.

      Finally, always collect proof of insurance and additional insured certificates before work begins. It may seem like paperwork until something goes wrong; then it's one of the most important documents you'll have.

      And if you don't know something, ask someone who does. Nobody succeeds in this business alone. That's why building a strong network is just as valuable as finding a great deal. Your relationships will often save you more money and more stress, than any spreadsheet ever will.

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Adam S.:
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

      One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

      You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

      Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.


       Thanks, I appreciate the perspective. I agree that the hardest part seems to be separating people who are actually investing from people who are mainly selling the idea of investing.

      Since you've spent time learning through YouTube, forums, and local groups, I'm curious:

      - Are there any specific channels, creators, or resources you think are genuinely worth following?

      - How did you identify which investors were worth learning from when you were starting out?

      - When you went to local REI meetups, what was the best way you found to turn those conversations into actual relationships?

      I'm trying to focus less on collecting information and more on learning from people who are actively doing deals.


      I've been in the real estate investing game since 2003. Most of what I've learned came the old-fashioned way..  through trial, error, and a few expensive lessons along the way.

      The BiggerPockets forums are packed with valuable information for investors at every stage. Reddit can also be a surprisingly solid resource, as long as you know how to separate the gems from the "overnight millionaire" advice.

      I started by investing in college towns and gradually expanded from there. Every few years, I'd complete a 1031 exchange into a larger or better-performing property. Rinse, repeat, and let time do some of the heavy lifting.

      One of the biggest lessons I've learned is the value of building relationships with other investors and industry professionals. When you attend networking events, aim to be a better listener than a talker. People are usually looking for someone who can help solve a problem, and you're looking for opportunities to learn and build connections. Listen first, ask thoughtful questions, and see where the conversation leads.

      I'd also recommend checking out local REI meetups on BiggerPockets. When I was getting started, I found many great groups through Meetup.com. I'm not sure how active they are today, but it's definitely worth a look. The best part? Most of them were free, which is about the only thing in real estate that still is.


       Thanks, I agree. The relationship side is something I’m trying to get better at, especially since real estate seems to be such a relationship-driven business.

      When you were first building your network, how did those relationships actually turn into opportunities? For example, did deals mostly come from other investors, agents, wholesalers, contractors, or just staying in touch with people over time?

      Also, after 20+ years of investing, what’s one thing you wish you had focused on earlier when you were starting out?

      Appreciate you sharing your experience.


      I made some great connections over the years, and many of my best clients actually came from the REI meetings back when I was an agent... What feels like several lifetimes ago. I've always believed that if you put your clients first and genuinely look out for their best interests, they'll remember it. And if you don't? Rest assured, someone else will

      One of my earliest deals as an investor was a six-story building in Troy, NY. It needed just about everything you could imagine. Between contractors, permits, unexpected issues, and enough headaches to keep an aspirin company in business, I quickly realized I had bitten off more than I could chew. I couldn't be on-site as much as I wanted, so I hired a project manager. He did his best, but nobody watches your investment quite like you do.

      On the bright side, I secured about $200,000 in grants from the NYS Development Fund and National Grid (utility company), which certainly helped. I purchased the building for $40,000, invested another $400,000 into renovations, and today it's worth roughly $900,000. I also managed to secure a 20-year tax abatement, which definitely softened the blow. I still own the building, but getting it stabilized and fully operational was anything but easy. It was one of those projects that teaches you a lot; whether you wanted the lessons or not.

      If I could offer one piece of advice, it would be to start small and stay local. It's easy to get caught up dreaming about the next big deal, but don't let your imagination write checks your project can't cash. Keep your feet on the ground, do your due diligence, and then do it again. Check, double-check, and triple-check everything.

      Whenever possible, buy the materials yourself. Contractors often mark them up, and those costs add up fast. Visit your job sites at different times of the day and on different days of the week. The surprise visit is one of the most underrated management tools in real estate.

      Also, make sure you have plenty of reserves before jumping into the real estate game. Deals almost always cost more and take longer than expected. Build a strong team, but always have backup options. I've lost count of how many times a contractor promised the moon and delivered a flashlight.

      Finally, always collect proof of insurance and additional insured certificates before work begins. It may seem like paperwork until something goes wrong; then it's one of the most important documents you'll have.

      And if you don't know something, ask someone who does. Nobody succeeds in this business alone. That's why building a strong network is just as valuable as finding a great deal. Your relationships will often save you more money and more stress, than any spreadsheet ever will.


       Thanks for sharing this. I really appreciate the honesty about the challenges because a lot of the content out there focuses only on the upside and not the operational side.

      Your point about starting small and staying local really stood out to me. Since I’m looking at St. Louis and trying to build a long-term portfolio, I’m trying to learn how to avoid expensive mistakes early.

      Looking back at that six-story project, what were the biggest lessons you took away that you would apply differently to your first few smaller deals?

      Also, for someone starting with rentals and possible value-add projects, what would you prioritize learning first: analyzing deals, finding contractors, managing renovations, or building the right network?

      Appreciate you sharing your experience.

      0Reply
    • Adam S.
      Member since 2026 · 72 posts · 30 votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:
      Quote from @Adam S.:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      Spend plenty of time on YouTube.  There's a wealth of free, practical content available. Just be selective about who you follow. Not every self-proclaimed real estate "guru" is worth your time, and it's wise to approach expensive courses with a healthy dose of skepticism.

      One of the best investments you can make is connecting with other active investors through forums and local REI meetups. The people actually buying, renovating, managing, and selling properties today often have the most valuable insights because they're in the trenches dealing with real-world challenges; not just talking about them.

      You don't necessarily need a paid mentor to succeed. While there are excellent mentors out there, many are primarily focused on selling programs rather than sharing hands-on experience. Do your homework before opening your wallet.

      Real estate is a business where experience is one of the greatest teachers. You'll make mistakes... everyone does. The key is to learn from them, adjust, and keep moving forward. Listen to people who are actively doing the work every day, not just those who are marketing the latest "secret formula" or course. After all, if there really were a magic shortcut, it probably wouldn't come with a limited-time discount code.


       Thanks, I appreciate the perspective. I agree that the hardest part seems to be separating people who are actually investing from people who are mainly selling the idea of investing.

      Since you've spent time learning through YouTube, forums, and local groups, I'm curious:

      - Are there any specific channels, creators, or resources you think are genuinely worth following?

      - How did you identify which investors were worth learning from when you were starting out?

      - When you went to local REI meetups, what was the best way you found to turn those conversations into actual relationships?

      I'm trying to focus less on collecting information and more on learning from people who are actively doing deals.


      I've been in the real estate investing game since 2003. Most of what I've learned came the old-fashioned way..  through trial, error, and a few expensive lessons along the way.

      The BiggerPockets forums are packed with valuable information for investors at every stage. Reddit can also be a surprisingly solid resource, as long as you know how to separate the gems from the "overnight millionaire" advice.

      I started by investing in college towns and gradually expanded from there. Every few years, I'd complete a 1031 exchange into a larger or better-performing property. Rinse, repeat, and let time do some of the heavy lifting.

      One of the biggest lessons I've learned is the value of building relationships with other investors and industry professionals. When you attend networking events, aim to be a better listener than a talker. People are usually looking for someone who can help solve a problem, and you're looking for opportunities to learn and build connections. Listen first, ask thoughtful questions, and see where the conversation leads.

      I'd also recommend checking out local REI meetups on BiggerPockets. When I was getting started, I found many great groups through Meetup.com. I'm not sure how active they are today, but it's definitely worth a look. The best part? Most of them were free, which is about the only thing in real estate that still is.


       Thanks, I agree. The relationship side is something I’m trying to get better at, especially since real estate seems to be such a relationship-driven business.

      When you were first building your network, how did those relationships actually turn into opportunities? For example, did deals mostly come from other investors, agents, wholesalers, contractors, or just staying in touch with people over time?

      Also, after 20+ years of investing, what’s one thing you wish you had focused on earlier when you were starting out?

      Appreciate you sharing your experience.


      I made some great connections over the years, and many of my best clients actually came from the REI meetings back when I was an agent... What feels like several lifetimes ago. I've always believed that if you put your clients first and genuinely look out for their best interests, they'll remember it. And if you don't? Rest assured, someone else will

      One of my earliest deals as an investor was a six-story building in Troy, NY. It needed just about everything you could imagine. Between contractors, permits, unexpected issues, and enough headaches to keep an aspirin company in business, I quickly realized I had bitten off more than I could chew. I couldn't be on-site as much as I wanted, so I hired a project manager. He did his best, but nobody watches your investment quite like you do.

      On the bright side, I secured about $200,000 in grants from the NYS Development Fund and National Grid (utility company), which certainly helped. I purchased the building for $40,000, invested another $400,000 into renovations, and today it's worth roughly $900,000. I also managed to secure a 20-year tax abatement, which definitely softened the blow. I still own the building, but getting it stabilized and fully operational was anything but easy. It was one of those projects that teaches you a lot; whether you wanted the lessons or not.

      If I could offer one piece of advice, it would be to start small and stay local. It's easy to get caught up dreaming about the next big deal, but don't let your imagination write checks your project can't cash. Keep your feet on the ground, do your due diligence, and then do it again. Check, double-check, and triple-check everything.

      Whenever possible, buy the materials yourself. Contractors often mark them up, and those costs add up fast. Visit your job sites at different times of the day and on different days of the week. The surprise visit is one of the most underrated management tools in real estate.

      Also, make sure you have plenty of reserves before jumping into the real estate game. Deals almost always cost more and take longer than expected. Build a strong team, but always have backup options. I've lost count of how many times a contractor promised the moon and delivered a flashlight.

      Finally, always collect proof of insurance and additional insured certificates before work begins. It may seem like paperwork until something goes wrong; then it's one of the most important documents you'll have.

      And if you don't know something, ask someone who does. Nobody succeeds in this business alone. That's why building a strong network is just as valuable as finding a great deal. Your relationships will often save you more money and more stress, than any spreadsheet ever will.


       Thanks for sharing this. I really appreciate the honesty about the challenges because a lot of the content out there focuses only on the upside and not the operational side.

      Your point about starting small and staying local really stood out to me. Since I’m looking at St. Louis and trying to build a long-term portfolio, I’m trying to learn how to avoid expensive mistakes early.

      Looking back at that six-story project, what were the biggest lessons you took away that you would apply differently to your first few smaller deals?

      Also, for someone starting with rentals and possible value-add projects, what would you prioritize learning first: analyzing deals, finding contractors, managing renovations, or building the right network?

      Appreciate you sharing your experience.

      If you're getting into historic properties, be prepared for a learning experience. Dealing with building codes is challenging enough, but add a historic society to the mix and you'll quickly discover that patience becomes one of your most valuable tools.

      Do your homework before you buy. Study the building, understand the applicable codes, and know exactly what you can, and can't, do with the existing foundation and structure. Just as importantly, make sure you have the financial resources in place before acquiring the property. Whether it's cash reserves or a solid line of credit, restoration projects have a way of uncovering "surprises" that weren't part of the original budget.

      Historic properties also require a significant investment of time. Make sure you're in a position to give the building the attention and respect it deserves.

      When it comes to contractors, verify everything in writing. Have a signed contract, clearly defined payment milestones, and proof of current insurance before any work begins. Those three items can save you a tremendous amount of stress if something goes sideways.

      I've also learned that quality control can't be an afterthought. While there are certainly excellent contractors out there, many today seem more focused on finishing the job than finishing it well. Trust is earned over time, and even long-standing relationships aren't immune to occasional disappointments.

      One idea I'm exploring is installing internet service and security cameras throughout a property so I can monitor and record work when I'm not on-site. It's less about micromanaging and more about accountability, especially when working with contractors for the first time. Unfortunately, even contractors I've worked with for years have let quality slip from time to time.

      A recent apartment turnover was a perfect example. The workmanship simply wasn't acceptable, so I withheld payment until the issues were addressed. The contractor threatened to file a lien, and I responded that we could certainly resolve it in court if necessary—but I'd also be filing a claim with his insurance carrier for the damages. Interestingly enough, the lien never materialized. Instead, he reimbursed me for part of the cost so I wouldn't pursue the insurance claim.

      In the end, it cost me a little extra to get everything corrected, but the repairs were completed quickly, there was minimal downtime, and the unit is now rented. That's a win in my book.

      Welcome to the wonderful world of real estate..  Where every project is an adventure, every budget has "flexibility," and every day teaches you something new. 😂

      0Reply
    • Marcus Auerbach
      Investor · Milwaukee - Mequon, WI · Member since 2010 · 5k+ posts · 7k+ votes
      3mo

      Welcome to the wonderful world of real estate..  Where every project is an adventure, every budget has "flexibility," and every day teaches you something new. 😂


      Yup. No rehab budget lasts beyond the demo crew. 

      And if you don't check on progress and quality at least every other day, expect things to not go the way you want them. And frankly it's better to work along with your contractors, than coming in after everything is done to critique.

      When we did large rehabs I used to be on the job every night and clean up. You'd be surprised about the impact: obviously contracts have a cleaner jobsite in the morning, they see that you care about the result (leadership quality right there), but it also gives you the time to look, think and ponder. 

      1Reply
  • Jeff Roth
    Real Estate Consultant · Ann Arbor, MI · Member since 2022 · 475 posts · 265 votes
    3mo

    Hi Omi-

    Great question! You are 23 and looking to get started in real estate investing and asked the best way to get started. You are also focused on the Midwest which I think is wise with affordability being better and others moving for the affordability.

    While I am not opposed to paying for courses as I certainly did starting out, I think one solid book and some related podcasts/Youtube videos will give you a foundation to ask informed questions and begin. Move to action or practice as soon as you are able as you learn the most from experience.

    For a young person starting out, I recommend living in a duplex and renting out the other unit to get started as the barrier to entry is lower with financing as a primary residence and you will learn a lot from doing that and it will get you in the game. If that is not possible, then save up to buy a duplex with two bed units to limit turnover and have a rent check coming in should there be a vacancy.

    Think about getting your real estate license to make money and learn and look for an investor friendly Realtor or local property manager/investor as mentors.

    To Your Success!

    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Jeff Roth:

      Hi Omi-

      Great question! You are 23 and looking to get started in real estate investing and asked the best way to get started. You are also focused on the Midwest which I think is wise with affordability being better and others moving for the affordability.

      While I am not opposed to paying for courses as I certainly did starting out, I think one solid book and some related podcasts/Youtube videos will give you a foundation to ask informed questions and begin. Move to action or practice as soon as you are able as you learn the most from experience.

      For a young person starting out, I recommend living in a duplex and renting out the other unit to get started as the barrier to entry is lower with financing as a primary residence and you will learn a lot from doing that and it will get you in the game. If that is not possible, then save up to buy a duplex with two bed units to limit turnover and have a rent check coming in should there be a vacancy.

      Think about getting your real estate license to make money and learn and look for an investor friendly Realtor or local property manager/investor as mentors.

      To Your Success!


       Thanks for the thoughtful response. I agree that taking action and learning through experience is probably where the biggest growth happens.

      One thing that may be different in my situation is that I have some capital available, so I'm less limited by the financing side and more focused on learning how to find good deals, analyze them correctly, and build the right network.

      I like the idea of getting close to the business by working with investor-friendly agents/property managers. If you were in my position- capital available but no rental portfolio yet- would you still recommend starting with a duplex/house hack, or would you focus more on finding a value-add rental and building a team?

      Also, you mentioned one solid book and podcasts/YouTube videos. Which book had the biggest impact on you when you were starting out, and are there any specific podcasts or channels you think are especially valuable?

      You mentioned getting a real estate license. I'm curious- how did that help you personally? Was the main benefit access to MLS, learning the business, earning commissions, networking, or something else? Do you think it's worth the time investment for someone whose main goal is investing?

      And how did you personally find your first investor-friendly Realtor or mentor? That's one of the areas I'm trying to figure out right now.

      Appreciate the advice!

      0Reply
    • Jeff Roth
      Real Estate Consultant · Ann Arbor, MI · Member since 2022 · 475 posts · 265 votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Jeff Roth:

      Hi Omi-

      Great question! You are 23 and looking to get started in real estate investing and asked the best way to get started. You are also focused on the Midwest which I think is wise with affordability being better and others moving for the affordability.

      While I am not opposed to paying for courses as I certainly did starting out, I think one solid book and some related podcasts/Youtube videos will give you a foundation to ask informed questions and begin. Move to action or practice as soon as you are able as you learn the most from experience.

      For a young person starting out, I recommend living in a duplex and renting out the other unit to get started as the barrier to entry is lower with financing as a primary residence and you will learn a lot from doing that and it will get you in the game. If that is not possible, then save up to buy a duplex with two bed units to limit turnover and have a rent check coming in should there be a vacancy.

      Think about getting your real estate license to make money and learn and look for an investor friendly Realtor or local property manager/investor as mentors.

      To Your Success!


       Thanks for the thoughtful response. I agree that taking action and learning through experience is probably where the biggest growth happens.

      One thing that may be different in my situation is that I have some capital available, so I'm less limited by the financing side and more focused on learning how to find good deals, analyze them correctly, and build the right network.

      I like the idea of getting close to the business by working with investor-friendly agents/property managers. If you were in my position- capital available but no rental portfolio yet- would you still recommend starting with a duplex/house hack, or would you focus more on finding a value-add rental and building a team?

      Also, you mentioned one solid book and podcasts/YouTube videos. Which book had the biggest impact on you when you were starting out, and are there any specific podcasts or channels you think are especially valuable?

      You mentioned getting a real estate license. I'm curious- how did that help you personally? Was the main benefit access to MLS, learning the business, earning commissions, networking, or something else? Do you think it's worth the time investment for someone whose main goal is investing?

      And how did you personally find your first investor-friendly Realtor or mentor? That's one of the areas I'm trying to figure out right now.

      Appreciate the advice!

      Hi Omi-

      The Rich Dad, Poor Dad book probably had the greatest impact. 

      The Real Estate Guys Radio Show YouTube Channel is good.

      A real estate license will help you run comparables on properties for yourself and others and allow you to help others build their portfolio while you also build your own.

      Property managers are great people to network with to find sellers preparing to sell. A mentor comes from finding an investor friendly Realtor, investor, or property manager in the area you wish to invest that is active and they have a teacher's heart.

      To Your Success
      1Reply
  • Ryan RomingerBusiness Member
    Real Estate Broker · Indianapolis, IN · Member since 2018 · 340 posts · 144 votes
    3mo

    If I were starting today, I'd spend less on expensive courses and more on building a local network—investor-friendly agents, property managers, lenders, and experienced investors in the markets you're targeting. Real-world conversations and analyzing actual deals will usually teach you more than another course, especially once you narrow your focus to one or two markets.

    [email protected]317-935-0075
    Intrigue Real Estate & Property Management4.6272 Reviews
    WebsiteView Page
    1Reply
  • Drew SygitBusiness Member
    Property Manager · Royal Oak, MI · Member since 2012 · 13k+ posts · 9k+ votes
    3mo
    Quote from @Omi Stambler:

    Hey BP,

    I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

    I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

    For those who started from zero:

    Did you pay for a course or coaching, or go the free content plus trial and error route?

    If you paid - for what, and was it actually worth it?

    If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

    Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

    Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

    I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

    I'd really appreciate hearing what worked (or didn't work) for you.

    Appreciate any input - thanks in advance!


    If I was starting out again with what I know now, I'd look to acquire a 2-4 unit property with an FHA 3.5% low-down payment mortgage.

    I'd also look into using an FHA 203k renovation loan, allowing me to buy something ugly, thus unqualified for a standard mortgage, which would weed out a lot of competition and push the price lower.

    To maximize my cashflow and gain landlording experience, I'd do STR and MTR in the other units, as well as the other bedrooms in my unit.

    Since most cities won’t allow basement rental units, I’d consider finishing the basement, just well enough for me to live down there (cities don’t care if owner chooses to live in basement), so I could rent out ALL the units/rooms.

    I'd save all my cash and look to refi the property in 1-2 years out of the FHA mortgage, so I could use it again if necessary. Depending on how close I was to having 20% equity in the property and being able to avoid PMI, I'd consider using some of my cash to pay down the mortgage when I refinanced. Otherwise, I'd save my cash for the next acquisition.

    I’d also be posting on every social media platform and telling everyone I knew that I was looking for more real estate deals. I’d aim for low downpayment land contracts and lease options.

    After refinancing out of the FHA mortgage, I'd evaluate if I wanted to repeat the 2-4 unit FHA 203(k) process again or if I had the 20% down to target 5+ units.

    While still living in the property, AFTER the refi out of the FHA mortgage, I'd also explore securing a HELOC to tap my equity for emergencies.

    Good luck with whatever you decide to do!

    [email protected]248-209-6824
    Logical Property Management4.9462 Reviews
    WebsiteView Page
    1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Drew Sygit:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      If I was starting out again with what I know now, I'd look to acquire a 2-4 unit property with an FHA 3.5% low-down payment mortgage.

      I'd also look into using an FHA 203k renovation loan, allowing me to buy something ugly, thus unqualified for a standard mortgage, which would weed out a lot of competition and push the price lower.

      To maximize my cashflow and gain landlording experience, I'd do STR and MTR in the other units, as well as the other bedrooms in my unit.

      Since most cities won’t allow basement rental units, I’d consider finishing the basement, just well enough for me to live down there (cities don’t care if owner chooses to live in basement), so I could rent out ALL the units/rooms.

      I'd save all my cash and look to refi the property in 1-2 years out of the FHA mortgage, so I could use it again if necessary. Depending on how close I was to having 20% equity in the property and being able to avoid PMI, I'd consider using some of my cash to pay down the mortgage when I refinanced. Otherwise, I'd save my cash for the next acquisition.

      I’d also be posting on every social media platform and telling everyone I knew that I was looking for more real estate deals. I’d aim for low downpayment land contracts and lease options.

      After refinancing out of the FHA mortgage, I'd evaluate if I wanted to repeat the 2-4 unit FHA 203(k) process again or if I had the 20% down to target 5+ units.

      While still living in the property, AFTER the refi out of the FHA mortgage, I'd also explore securing a HELOC to tap my equity for emergencies.

      Good luck with whatever you decide to do!



      Thanks, Drew. I really appreciate you taking the time to lay out your strategy.
      The FHA/203(k) approach is interesting, especially since it lets you get started with less money while adding value.
      A couple of questions:
      - Did you personally follow this strategy, and if so, what were the biggest lessons you learned? - If you had more capital starting out, would you still choose the FHA house-hack route, or would you take a different approach? - One thing that really caught my attention was your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?

      Also, are there any books, podcasts, or mentors that had a particularly big impact on how you learned the business?

      thanks again!

      0Reply
    • Drew SygitBusiness Member
      Property Manager · Royal Oak, MI · Member since 2012 · 13k+ posts · 9k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Drew Sygit:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      If I was starting out again with what I know now, I'd look to acquire a 2-4 unit property with an FHA 3.5% low-down payment mortgage.

      I'd also look into using an FHA 203k renovation loan, allowing me to buy something ugly, thus unqualified for a standard mortgage, which would weed out a lot of competition and push the price lower.

      To maximize my cashflow and gain landlording experience, I'd do STR and MTR in the other units, as well as the other bedrooms in my unit.

      Since most cities won’t allow basement rental units, I’d consider finishing the basement, just well enough for me to live down there (cities don’t care if owner chooses to live in basement), so I could rent out ALL the units/rooms.

      I'd save all my cash and look to refi the property in 1-2 years out of the FHA mortgage, so I could use it again if necessary. Depending on how close I was to having 20% equity in the property and being able to avoid PMI, I'd consider using some of my cash to pay down the mortgage when I refinanced. Otherwise, I'd save my cash for the next acquisition.

      I’d also be posting on every social media platform and telling everyone I knew that I was looking for more real estate deals. I’d aim for low downpayment land contracts and lease options.

      After refinancing out of the FHA mortgage, I'd evaluate if I wanted to repeat the 2-4 unit FHA 203(k) process again or if I had the 20% down to target 5+ units.

      While still living in the property, AFTER the refi out of the FHA mortgage, I'd also explore securing a HELOC to tap my equity for emergencies.

      Good luck with whatever you decide to do!



      Thanks, Drew. I really appreciate you taking the time to lay out your strategy.
      The FHA/203(k) approach is interesting, especially since it lets you get started with less money while adding value.
      A couple of questions:
      - Did you personally follow this strategy, and if so, what were the biggest lessons you learned? - If you had more capital starting out, would you still choose the FHA house-hack route, or would you take a different approach? - One thing that really caught my attention was your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?

      Also, are there any books, podcasts, or mentors that had a particularly big impact on how you learned the business?

      thanks again!


      How much capital do you have?
      - You could also buy with 20% down and self-fund rehab. Then perhaps cashout refi to recapture some/all of your invested capital to use on next acquisition.

      Your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?
      - Networking leads are usually the highest quality. In my experience around 90%+ of wholesale "deals" are rejects.

      [email protected]248-209-6824
      Logical Property Management4.9462 Reviews
      WebsiteView Page
      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Drew Sygit:
      Quote from @Omi Stambler:
      Quote from @Drew Sygit:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      If I was starting out again with what I know now, I'd look to acquire a 2-4 unit property with an FHA 3.5% low-down payment mortgage.

      I'd also look into using an FHA 203k renovation loan, allowing me to buy something ugly, thus unqualified for a standard mortgage, which would weed out a lot of competition and push the price lower.

      To maximize my cashflow and gain landlording experience, I'd do STR and MTR in the other units, as well as the other bedrooms in my unit.

      Since most cities won’t allow basement rental units, I’d consider finishing the basement, just well enough for me to live down there (cities don’t care if owner chooses to live in basement), so I could rent out ALL the units/rooms.

      I'd save all my cash and look to refi the property in 1-2 years out of the FHA mortgage, so I could use it again if necessary. Depending on how close I was to having 20% equity in the property and being able to avoid PMI, I'd consider using some of my cash to pay down the mortgage when I refinanced. Otherwise, I'd save my cash for the next acquisition.

      I’d also be posting on every social media platform and telling everyone I knew that I was looking for more real estate deals. I’d aim for low downpayment land contracts and lease options.

      After refinancing out of the FHA mortgage, I'd evaluate if I wanted to repeat the 2-4 unit FHA 203(k) process again or if I had the 20% down to target 5+ units.

      While still living in the property, AFTER the refi out of the FHA mortgage, I'd also explore securing a HELOC to tap my equity for emergencies.

      Good luck with whatever you decide to do!



      Thanks, Drew. I really appreciate you taking the time to lay out your strategy.
      The FHA/203(k) approach is interesting, especially since it lets you get started with less money while adding value.
      A couple of questions:
      - Did you personally follow this strategy, and if so, what were the biggest lessons you learned? - If you had more capital starting out, would you still choose the FHA house-hack route, or would you take a different approach? - One thing that really caught my attention was your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?

      Also, are there any books, podcasts, or mentors that had a particularly big impact on how you learned the business?

      thanks again!


      How much capital do you have?
      - You could also buy with 20% down and self-fund rehab. Then perhaps cashout refi to recapture some/all of your invested capital to use on next acquisition.

      Your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?
      - Networking leads are usually the highest quality. In my experience around 90%+ of wholesale "deals" are rejects.

      That's really interesting. I've heard similar things about wholesale deals- that many have already been picked over.
      When you say networking leads are the highest quality, who has been the best source of deals for you? Other investors, agents, property managers, contractors, attorneys, or someone else?
      Also, how did you go about building those relationships when you were just getting started? Was it mostly local meetups, referrals, or simply staying in touch with people over time?
      Appreciate the insight!
      0Reply
    • Drew SygitBusiness Member
      Property Manager · Royal Oak, MI · Member since 2012 · 13k+ posts · 9k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Drew Sygit:
      Quote from @Omi Stambler:
      Quote from @Drew Sygit:
      Quote from @Omi Stambler:

      Hey BP,

      I'm 23 and looking to build a buy-and-hold rental portfolio in the U.S. Midwest, with markets like St. Louis (gf based there), Kansas City, Indianapolis, Cleveland and Columbus on my radar.

      I've started doing homework: I've read quite a bit, listened to podcasts, and started talking with investors and professionals, but I keep landing on the same question - what's actually the best way to LEARN this well, instead of piecing it together from scattered threads?

      For those who started from zero:

      Did you pay for a course or coaching, or go the free content plus trial and error route?

      If you paid - for what, and was it actually worth it?

      If you didn't - which books, podcasts, YouTube channels, or forum threads actually moved the needle for you?

      Bonus question: if you were 23 and starting today, knowing what you know now, what's the first move you'd make?

      Not fishing for a shortcut - I know experience is the best teacher. I just want to invest my time and money wisely, whether that's through self-study, mentorship, or a quality course. 

      I just don't want to blow $3-5K on a course that BP alone could've replaced, or spend 6 months reading and miss something a good course would've flagged on day one.

      I'd really appreciate hearing what worked (or didn't work) for you.

      Appreciate any input - thanks in advance!


      If I was starting out again with what I know now, I'd look to acquire a 2-4 unit property with an FHA 3.5% low-down payment mortgage.

      I'd also look into using an FHA 203k renovation loan, allowing me to buy something ugly, thus unqualified for a standard mortgage, which would weed out a lot of competition and push the price lower.

      To maximize my cashflow and gain landlording experience, I'd do STR and MTR in the other units, as well as the other bedrooms in my unit.

      Since most cities won’t allow basement rental units, I’d consider finishing the basement, just well enough for me to live down there (cities don’t care if owner chooses to live in basement), so I could rent out ALL the units/rooms.

      I'd save all my cash and look to refi the property in 1-2 years out of the FHA mortgage, so I could use it again if necessary. Depending on how close I was to having 20% equity in the property and being able to avoid PMI, I'd consider using some of my cash to pay down the mortgage when I refinanced. Otherwise, I'd save my cash for the next acquisition.

      I’d also be posting on every social media platform and telling everyone I knew that I was looking for more real estate deals. I’d aim for low downpayment land contracts and lease options.

      After refinancing out of the FHA mortgage, I'd evaluate if I wanted to repeat the 2-4 unit FHA 203(k) process again or if I had the 20% down to target 5+ units.

      While still living in the property, AFTER the refi out of the FHA mortgage, I'd also explore securing a HELOC to tap my equity for emergencies.

      Good luck with whatever you decide to do!



      Thanks, Drew. I really appreciate you taking the time to lay out your strategy.
      The FHA/203(k) approach is interesting, especially since it lets you get started with less money while adding value.
      A couple of questions:
      - Did you personally follow this strategy, and if so, what were the biggest lessons you learned? - If you had more capital starting out, would you still choose the FHA house-hack route, or would you take a different approach? - One thing that really caught my attention was your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?

      Also, are there any books, podcasts, or mentors that had a particularly big impact on how you learned the business?

      thanks again!


      How much capital do you have?
      - You could also buy with 20% down and self-fund rehab. Then perhaps cashout refi to recapture some/all of your invested capital to use on next acquisition.

      Your comment about posting everywhere that you're looking for deals. Did that actually become a meaningful source of opportunities for you? And if you were starting today with capital, where would you spend most of your time finding deals- wholesalers, networking events, agents, direct-to-seller marketing, or something else?
      - Networking leads are usually the highest quality. In my experience around 90%+ of wholesale "deals" are rejects.

      That's really interesting. I've heard similar things about wholesale deals- that many have already been picked over.
      When you say networking leads are the highest quality, who has been the best source of deals for you? Other investors, agents, property managers, contractors, attorneys, or someone else?
      Also, how did you go about building those relationships when you were just getting started? Was it mostly local meetups, referrals, or simply staying in touch with people over time?
      Appreciate the insight!

       All the sources you mentioned.

      Yes, it takes work to network.

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      0Reply
  • Mohammed Rahman
    Real Estate Broker · New York, NY · Member since 2020 · 2k+ posts · 1k+ votes
    3mo

    I'll be straight up with you. I'm a real estate broker and an investor, and I honestly just jumped into it. Not blindly, but I got to a point where I realized I was never going to feel "ready."

    I think a lot of people fall into the trap of believing there's some magical point where they'll have enough knowledge to eliminate all the risk. In reality, that point never comes. Every deal is different, every market changes, and every investor, even experienced ones, runs into things they didn't expect.

    For me, the mindset shifted from trying to know everything to knowing enough to make a thoughtful decision. I accepted that there would be things I could only learn by actually owning a property. Reading about tenant screening isn't the same as screening your first tenant. Watching videos on renovations isn't the same as managing one yourself. Some lessons only come from experience.

    That doesn't mean you should rush into a bad deal. It means there's a difference between being prepared and trying to be perfectly prepared. Once you understand the fundamentals, have run the numbers, and have a team you can lean on, there comes a point where you just have to take the leap.

    Best of luck to you! Feel free to reach out if you have any more questions - my DMs are always open.

    1Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Mohammed Rahman:

      I'll be straight up with you. I'm a real estate broker and an investor, and I honestly just jumped into it. Not blindly, but I got to a point where I realized I was never going to feel "ready."

      I think a lot of people fall into the trap of believing there's some magical point where they'll have enough knowledge to eliminate all the risk. In reality, that point never comes. Every deal is different, every market changes, and every investor, even experienced ones, runs into things they didn't expect.

      For me, the mindset shifted from trying to know everything to knowing enough to make a thoughtful decision. I accepted that there would be things I could only learn by actually owning a property. Reading about tenant screening isn't the same as screening your first tenant. Watching videos on renovations isn't the same as managing one yourself. Some lessons only come from experience.

      That doesn't mean you should rush into a bad deal. It means there's a difference between being prepared and trying to be perfectly prepared. Once you understand the fundamentals, have run the numbers, and have a team you can lean on, there comes a point where you just have to take the leap.

      Best of luck to you! Feel free to reach out if you have any more questions - my DMs are always open.


       Thanks for the thoughtful response. I really agree with the point that there probably isn't a moment where you suddenly feel 100% ready. At some point you have to move from learning into actually doing.

      Since you're both a broker and an investor, I'm curious about your perspective:

      - When you were starting out, what helped you most in going from learning about real estate to actually finding and closing your first deal?

      - How did you build your network of contractors, lenders, agents, and other investors?

      - As a broker, do you think getting a real estate license is a big advantage for someone whose main goal is investing, or is the value more in the relationships and market knowledge?

      I'm mainly trying to learn how active investors actually find opportunities and build their process, rather than just consume more information.

      Appreciate you offering to answer questions!

      0Reply
  • Garret Rumbea
    Inland Empire, CA · Member since 2017 · 151 posts · 80 votes
    3mo
    I’m kind of torn on this because on one hand I’m all about coaching and have had over a dozen coaches at different periods in my life from fitness, multiple business coaches, and real estate and definitely think it would have taken me longer to get to where I wanted to be without them. On the other hand, I’ve been on both sides of the real estate mentoring (multifamily syndications) world as well as secret shopped a bunch of them as well. I feel like a lot of what is marketed is kinda misrepresented especially for newcomers and how much they can make right off the bat. What they don’t tell you is that those numbers are typically if you were a lead sponsor and played significant role. It’s not impossible to earn a meaningful income from this but I personally feel how most of them teach is not really applicable to today’s environment. Regardless, if you do decide to work with someone, I’d just vet them extensively, talk to both clients of theirs that have had positive and negative experiences, is the mentor actually currently doing what they are teaching, and what they’re providing you and sometimes even guaranteeing on the agreement and meets your expectations. Just my thoughts.
    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Garret Rumbea:
      I’m kind of torn on this because on one hand I’m all about coaching and have had over a dozen coaches at different periods in my life from fitness, multiple business coaches, and real estate and definitely think it would have taken me longer to get to where I wanted to be without them. On the other hand, I’ve been on both sides of the real estate mentoring (multifamily syndications) world as well as secret shopped a bunch of them as well. I feel like a lot of what is marketed is kinda misrepresented especially for newcomers and how much they can make right off the bat. What they don’t tell you is that those numbers are typically if you were a lead sponsor and played significant role. It’s not impossible to earn a meaningful income from this but I personally feel how most of them teach is not really applicable to today’s environment. Regardless, if you do decide to work with someone, I’d just vet them extensively, talk to both clients of theirs that have had positive and negative experiences, is the mentor actually currently doing what they are teaching, and what they’re providing you and sometimes even guaranteeing on the agreement and meets your expectations. Just my thoughts.

       Thanks for sharing this. I think you make a good point that coaching can be extremely valuable, but the quality and expectations matter a lot.

      I'm trying to figure out where the highest ROI is for someone in my position. I don't want to pay for information that I could get from books, BP, podcasts, or YouTube, but I also don't want to spend years making avoidable mistakes.

      From your experience, what separates a mentor who is actually worth paying for from someone who is mainly selling a dream?

      And if you were starting again today with the goal of building a rental portfolio, what would you want a mentor to help you with first?

      0Reply
  • Henry ClarkPro Member
    Developer · Member since 2020 · 4k+ posts · 4k+ votes
    3mo

    OP. Especially at this early stage keep this about you. Age, money to start, finance method, REI strategy, what you know and don't know, keeping your risk down, job stability, etc.

    I never joined a group, you should.  That’s about me and not you.  

    Example.   Do you know anything about a house, building or maintenance.  If not join a Habitat for Humanity build.  

    Sit down with a realtor and discuss closing process, financing, commission split, etc

    Risk management- break the deal down into components- roof, foundation, windows doors, hvac, plumbing, etc.  Develop systems to both inspect and mitigate.  Make a post and have BP review and make

    Suggestions.  This is your inspection list.

    Then do the same thing for a deal analysis.  
    Then do the 5 deal analysis I mentioned. Pick something off MLS that has the info already. Post in BP or at real estate meetings and ask for input.
    Make your mistakes on paper first. 

    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:

      OP. Especially at this early stage keep this about you. Age, money to start, finance method, REI strategy, what you know and don't know, keeping your risk down, job stability, etc.

      I never joined a group, you should.  That’s about me and not you.  

      Example.   Do you know anything about a house, building or maintenance.  If not join a Habitat for Humanity build.  

      Sit down with a realtor and discuss closing process, financing, commission split, etc

      Risk management- break the deal down into components- roof, foundation, windows doors, hvac, plumbing, etc.  Develop systems to both inspect and mitigate.  Make a post and have BP review and make

      Suggestions.  This is your inspection list.

      Then do the same thing for a deal analysis.  
      Then do the 5 deal analysis I mentioned. Pick something off MLS that has the info already. Post in BP or at real estate meetings and ask for input.
      Make your mistakes on paper first. 

      this is really helpful. I like your idea of making mistakes on paper before making them with real money.
      When you say to develop systems for inspections and deal analysis, did you build your own checklists over time, or did you start with someone else's and refine them?
      Also, are there any mistakes you made early on that eventually became a permanent item on one of your checklists?
      Thanks again
      0Reply
    • Henry ClarkPro Member
      Developer · Member since 2020 · 4k+ posts · 4k+ votes
      3mo
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP. Especially at this early stage keep this about you. Age, money to start, finance method, REI strategy, what you know and don't know, keeping your risk down, job stability, etc.

      I never joined a group, you should.  That’s about me and not you.  

      Example.   Do you know anything about a house, building or maintenance.  If not join a Habitat for Humanity build.  

      Sit down with a realtor and discuss closing process, financing, commission split, etc

      Risk management- break the deal down into components- roof, foundation, windows doors, hvac, plumbing, etc.  Develop systems to both inspect and mitigate.  Make a post and have BP review and make

      Suggestions.  This is your inspection list.

      Then do the same thing for a deal analysis.  
      Then do the 5 deal analysis I mentioned. Pick something off MLS that has the info already. Post in BP or at real estate meetings and ask for input.
      Make your mistakes on paper first. 

      this is really helpful. I like your idea of making mistakes on paper before making them with real money.
      When you say to develop systems for inspections and deal analysis, did you build your own checklists over time, or did you start with someone else's and refine them?
      Also, are there any mistakes you made early on that eventually became a permanent item on one of your checklists?
      Thanks again

      Always build your own checklist and deal analysis.  You want to understand and “own” them.  Let’s say you made a checklist and the only thing you could think of was flooring.   Then post on here and people will help you expand.  

      The major item I kept forgetting was construction period interest.  Added it to my deal analysis. I don’t forget.  Let’s say you read a post and that poster had an issue .  You add it to your list.  Even if it doesn’t apply to the deal you’re looking at, still check it off.  Example.  Sewer backfilled 6 months later.   Add scoping sewer to your checklist.   Make your mistakes on paper and learn from others mistakes.  

      You’re asking all of these questions but do you have a system to capture?  That is your checklist and deal analysis.  

      0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Henry Clark:
      Quote from @Omi Stambler:
      Quote from @Henry Clark:

      OP. Especially at this early stage keep this about you. Age, money to start, finance method, REI strategy, what you know and don't know, keeping your risk down, job stability, etc.

      I never joined a group, you should.  That’s about me and not you.  

      Example.   Do you know anything about a house, building or maintenance.  If not join a Habitat for Humanity build.  

      Sit down with a realtor and discuss closing process, financing, commission split, etc

      Risk management- break the deal down into components- roof, foundation, windows doors, hvac, plumbing, etc.  Develop systems to both inspect and mitigate.  Make a post and have BP review and make

      Suggestions.  This is your inspection list.

      Then do the same thing for a deal analysis.  
      Then do the 5 deal analysis I mentioned. Pick something off MLS that has the info already. Post in BP or at real estate meetings and ask for input.
      Make your mistakes on paper first. 

      this is really helpful. I like your idea of making mistakes on paper before making them with real money.
      When you say to develop systems for inspections and deal analysis, did you build your own checklists over time, or did you start with someone else's and refine them?
      Also, are there any mistakes you made early on that eventually became a permanent item on one of your checklists?
      Thanks again

      Always build your own checklist and deal analysis.  You want to understand and “own” them.  Let’s say you made a checklist and the only thing you could think of was flooring.   Then post on here and people will help you expand.  

      The major item I kept forgetting was construction period interest.  Added it to my deal analysis. I don’t forget.  Let’s say you read a post and that poster had an issue .  You add it to your list.  Even if it doesn’t apply to the deal you’re looking at, still check it off.  Example.  Sewer backfilled 6 months later.   Add scoping sewer to your checklist.   Make your mistakes on paper and learn from others mistakes.  

      You’re asking all of these questions but do you have a system to capture?  That is your checklist and deal analysis.  


       Henry, that's a really good point, and honestly it's something I've less thought about. 

      Right now I'm taking notes from conversations like these, but I don't really have a system yet to organize everything into something I can actually use when evaluating deals.

      How would you recommend building that system from scratch? Did you start with a simple spreadsheet, a checklist, a document, or something else? And how do you keep it organized as you learn new things without it becoming overwhelming?

      I feel like having a solid system would help me turn all this advice into something practical instead of just collecting information.

      0Reply
  • Andrew Carter
    Accountant · Houston Texas · Member since 2026 · 9 posts · 4 votes
    3mo

    I agree with house hacking to start if possible.  That is how I started out. Safe and usually require less initial cash outlay.  Tenant help pay the mortgage and you might also pay some.  Less reliance on only tenant paying the mortgage, reduce risk. 

    0Reply
    • Omi Stambler
      OP
      St. Louis, MO · Member since 2025 · 45 posts · 9 votes
      3mo
      Quote from @Andrew Carter:

      I agree with house hacking to start if possible.  That is how I started out. Safe and usually require less initial cash outlay.  Tenant help pay the mortgage and you might also pay some.  Less reliance on only tenant paying the mortgage, reduce risk. 

       Thanks for sharing- that makes sense, especially from a risk management standpoint.

      I have atm around 300k available for investment.

      One thing I've been wondering: if you live in a market where appreciation and cash flow aren't very attractive, do you still think it's worth house hacking there just for the experience? Or would you recommend skipping that step and investing directly in a stronger market if the numbers are significantly better?

      I'm curious how you think about balancing the value of learning locally versus investing where the fundamentals are more attractive.

      0Reply
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