@Katie Douglas
I can relate to your post. I do feel that a lot of the written articles are full of fluff and just too short and vague to be practical. I find information from the podcast to be more applicable to me, or at least give better take aways. I completely understand where you are coming from in your post so I will tell you my real life story of how I got to where I am. It's not that glamorous and i haven't reached "success" --YET, but I am excited about the direction I'm going, and I hope you can relate to my story.
Since I was old enough to babysit at 13, I paid for everything on my own outside of the roof over my head and food at the table. At 23, I graduated from graduate school with a lot of debt and no job. The only job I could get was in Philadelphia so I moved there all on my own, not knowing a soul, and the old Mercury Marquis I'd had since I was 18 and bought for $2500 was not gonna parallel park in the tiny places available where I lived. I didn't have any money saved at all so bought a new cheap Saturn with no money down and had a $200/mo payment for a longer period of time than normal because that's what I could afford and they worked with me to sell me a car. I made $28000/year, and had a VERY high rent because it's Philadelphia after all. I lived VERY frugally, NEVER ate out, and still just couldn't manage to save anything because of my basic bills and it slowly got worse because I had some small moving costs to get to Philadelphia put on a card and i never could seem to pay them off because all I could afford was $50/mo to pay off the minimum. (Sound familiar so far?)
So this lifestyle wasn't working for me, and i finally decided to move to Phoenix where the cost of living was cheaper. I stayed with my sister for 2 weeks and was able to get an apartment and a new job for slightly more money and tried to save yet again. Finally, a roommate and I decided we really wanted to have more disposable income so looked for months for a cheaper place to live, but that was still nice. We finally found this really adorable 2 bedroom that was owned by a woman who didn't really care to make money off of it, she just wanted good tenants, and we fit the bill. We paid $900/mo total for the 2 bedroom and that included all utilities, so very cheap! By now, I was 29 and slowly progressed to better paying jobs until I was making $48,000/year. My boss gave me a big bonus one year for christmas and I took that and paid all my credit card debt with it and didn't use a credit card again for years. I also had a job with flexible hours and was inspired to reupholster furniture and re-sell it for more. i didn't know how to do this, but felt I had good taste so I called every reupholstery shop in the phone book until I found one shop willing to let me work for free for them so I could learn. FREE. I worked there for a year and then one day, I got laid off from my job. By then, I had about $3000 in savings and took a huge risk. I looked for a job and took that money and started reupholstering furniture I found on Craigslist and then re-selling it. It wasn't working that well, BUT it inspired a new business, where I acquired a bunch of vintage furniture and then started renting it to brides getting married or photographers. During this time, I got another full time job, got married and paid for the wedding all cash, totally DIY, and worked like a dog doing my business weeknights and weekends for 2 years.
By then, I was 33, and started getting an itch to "work smarter, not harder", and realized rentals would be much better passive income. The Phoenix market was too volatile and risky for me to feel comfortable around this time and there were no real duplexes there, so I convinced my husband to move to Rochester, NY where multi-families are everywhere and we could live super cheap. I sold my business for $16k and this totalled my savings from my business (which we never touched) to $40k. We sold our house, which we had just bought 2 years earlier, and made $50k on that. It was a little luck, but also I think I have a gut feeling for markets and intentionally bought in a growing area.
We moved to Rochester with a promise from our jobs to let us work remotely for 2 months until we found other ones, and looked immediately for jobs and a MF to live in. It was a risk, but it paid off. We got here and hit the ground running. I'd already found a realtor off of BP, been watching the MLS for 8 months and had a good idea of where we wanted to live, how things would cash flow, and what would be a good price since I ran every house I saw over the months through my pro forma. We found a cute duplex, and in my name only (my husband has a foreclosure on his credit) making $50k for a job that was about to end (but I didn't tell them that!), I got an FHA loan for only 3.5% down ($5250) and now we pay only $300/mo as the rent covers everything else. We still had our savings that I mentioned from above, and we also save everything else to go towards buying more.
We have been here less than a year and have bought another duplex and a single family since. We renovated the duplex and make $500/month on that and then got smarter and found the SF that doesn't require any renos and makes $800/mo! We put all of that directly back into savings and are still aggressively looking for more. I am particular about what we buy since we will eventually run out of cash for down payments and want to make the most cash flow possible to help save for more. Both my husband I make quite a bit less than we did in Phoenix, so it was a sacrifice, but we also live much cheaper and the potential is much greater so it worked out IMO.
Sorry for such a long post, but I hope that helps you see practically how you can go from where you are to somewhere else! I do feel that I am a bit behind other investors that I know who are younger than me and own more properties already, but it is helpful to remember that everyone's journey and circumstances are different and I'm just going to make up for lost time! :) Best of luck to you!