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All Forum Posts by: Michael K.

Michael K. has started 6 posts and replied 341 times.

Post: West Elsdon neighborhood now reaching appreciation acceleration

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175

Southwest corner of West Elsdon is right in the flight path from midway. I was actually under contract on a house there earlier this Spring. After we came back for the inspection we realized how oppressive the noise from flights was and canceled the contract. But you're definitely right, prices between Bridgeport and Midway are a gradient, so as prices rise further east it pushes the prices our west higher. I have a couple of people that are looking in Back of the Yards right now and I have seen flips there selling quickly. New demographic coming into any of those properties.  

Post: Plan on action? What should I do?

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175
Quote from @James Robert:

Hey guys - I am a 25 year old Realtor. I bought a house 9 months ago for 183k, just sold it for 255k. Closes oct 20th & its passed inspections. Thus being said - I now have money to play with. Should I buy a turnkey property with 20% down and just put it on Air bnb and rent a place for a year? Or should I owner occupy something turnkey with a 5% down, live in it for a year then air bnb? I don't want to live in a flip again it was bad for my productivity at work. 

What would you do with 70k and no place to live yet?


Winter might not be the best time to bring your Airbnb online, the market here is still pretty seasonal and we're at the end of the peak season now. What work did you do for the flip? I know where you are coming from. In the past i've done a number of projects while living in the property and I won't do It again. Very distracting and takes away from work productivity. 

Post: Househack in Chicago

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175

Looks like a great classic building. What are the unit layouts? and is there a garden unit already?

Post: Is it better to be an investor who's quicker or smarter?

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175
Quote from @Natalie Godoy:

I find that most of my real estate investors get beat out on a deal by other investors who act quickly. Is there such a thing as being way too analytical instead of pulling the trigger? Which one would you rather be?


I find that buyers get more aggressive the more deals they lose out on. But sometimes that leads to overpaying and irrational decision-making, which aren't good either. If a person takes a long time to make a decision on a property then they probably don't have a ton of experience (or just dont have the bandwidth to take on another project). So maybe sometimes missing out on a deal is actually a good thing.  

Post: MFR vs Condo for 1st time RE investor

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175

Option 1: Pilsen, Little Village, Bridgeport, McKinley Park, Brighton Park. These areas may have some 2 flats that fit those criteria. They will not be nice or updated, but they should be livable without too much work. Those are B-C class neighborhoods. They are also closer to the medical district, which could be a plus if you want to go the travel route. 

Option 2: Condos will be easier to manage and there should be plenty of smaller (or older) units out there for under 300k in a variety of neighborhoods. Condos are harder to cash flow but you have less to worry about, which could be good based on your schedule. Condos vs multiunit = one tenant vs multiple tenants, so a month-long vacancy or a bad tenant here or there won't impact you as heavily. 

You could also get a 2 or 3-bed condo and rent out the extra room(s). but in a lot of neighborhoods, you will not be able to find them at that price point, especially a 3 bed.  

Post: Looking For Advice/Mentor For My First Flip

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175
Quote from @Andrew M.:

I'm looking to start investing in real estate and its a big decision, so I was wondering if anyone had any recommendations on your first flip. I'm looking for advice as to where to start and if possible a mentor. Does anyone have any initial first steps and some advice on your first flip

Great that you have some experience under your belt, that will serve you well. I meet lots of people who have never done a single construction project and want to start flipping and I always try to talk them out of it. You probably already know how unpredictable costs and time schedules can be when undertaking rehab projects. And when you combine that with the ongoing financing costs, flipping can be a risky endeavor. 

That said, it sounds like you have already done a "slow" flip on your condo. See what it might sell for now, and how much of an impact your improvements have had on its marketability. That might be a good springboard for your first real flip. Or just do that same thing again, buy something to live in that needs work and improve it over a longer period of time.  

Post: Is the shine wearing off on STR's?

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175

Part of the initial appeal of Airbnb was that you were actually interacting with the homeowner, which was great for learning about local culture & places to visit. You might have been provided some basic food or even a full meal. BnB means bed AND breakfast, right? Have people forgotten this?

Growing pains aside, private home rentals do provide value that hotels can't - so they are definitely here to stay. I think the over corporatized airbnbs, where you have no personal interaction with the owner (or manager), are what sometimes gives the platform a bad rap (add lazy hosts to that list too). 

I also think airbnb should wise up and display the cleaning and services fees upfront. I'm both a host and a user and I still find it annoying when the price doubles by the time you get to the payment page. 

Post: Multifamily investment near Chicago suburbs

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175

@Sal Grimaldi Inventory is still super low and higher rates are neither good for buyers or sellers. So I wouldn't expect a flood of homes to hit the market anytime soon. That said, I was just looking at multiunits in that area this morning (my wife wants to move us to the area long term) so there is definitely stuff out there. What are your search parameters?

Post: MFR in Chicago and surrounding ‘burbs

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175

@Aishah B. I'm guessing this would not be a primary residence? Are you willing to consider properties that require work? Most multi-unit inventory that hits the market needs work. With 200k in cash, you could put 100k down and leave the other half for improvements + repairs. 

Generally speaking, turnkey-ready multiunits are hard to find and when you do find them they typically have low cap rates, especially if they are in a good neighborhood. I'm not sure what your expectation is on cash flow, but that's something to consider. I think you would definitely stretch your dollar further if you are willing to pick up something that needs some TLC. Hope that helps!

Post: Looking for brokerages to wholesale real estate in Illinois

Michael K.Posted
  • Investor
  • Chicago, IL
  • Posts 351
  • Votes 175
Quote from @Anthony Parello:

Hello everyone, I’m looking to wholesale real estate in Illinois and I already have my RE license. I’m just deciding on which brokerages would be best to go with.

I’m interviewing with 3 already in the next week or so but I’d love to get a few more recommendations especially if you have experience working with any of them! 


Hi Anthony, I suggest looking for a boutique firm that might specialize in this. Most large firms are not going to have someone set aside who can teach you wholesaling, but you might be able to join a team at that brokerage that does wholesale deals. Apart from bigger pockets, Linkedin might be another good place to search. You might also consider getting some experience under your belt as a regular realtor before trying to get into wholesaling. That way you can start to build up your network.  

What made you want to get into wholesaling?

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