I started in 2008 in Milwaukee and bought a duplex for $126,000 and $550 rent. My agent was a super-nice lady, maybe 75 years old and no idea about investing. I was terrified at closing that this would be a huge mistake!
I had no plan, just fixed what was broken and rented it out on craigslist. Could not believe when I actually received rent in the mail.. it worked! Real estate was scary at the time, the news were bad, prices were dropping and nobody knew if that would ever get better.
I had a well paying corporate job at the time (which also meant international travel 2 weeks every m month), so I did not have much time and it also it took me a year to find the confidence and the money for another one. I bought what I could, financed what I could without getting overleveraged, raised private money, did a lot of BRRRR's, some lease options, some flips, built new construction, also got divorced, which wiped me out, but I found a way to keep going. Started building a team around 2014, retired from my W2 in 2015 and got licensed as an agent on a team. 5 years ago I started my own team and we are now top 1% in Milwaukee, I also host a YouTube channel about Milwaukee real estate and I am on the board or the rental property association of Wisconsin, responsible for marketing.
Looking back it was messy and chaotic, lot's of nights and weekends. I always hired contractors, and did material runs for them several times a week after work and cleaned up jobs on the weekend, which was also time I spent at the properties, discovering issues, thinking about the rehabs and what needed to be done next. I don't know how anyone can do a full rehab out of State.
What was important I never took a dollar of cash flow or equity out of the business. To this day we reinvest everything and either upgrade properties or buy more.