Functionally, it operates as a 2-story home since the downstairs area has multiple windows in each room and plenty of natural light.

Anyway thinking for a bit we will continue on this path and look for more old houses but, of course, the price has to be right vs the amount of work that has to be done. 

Investor focused realtors & Property managers are going to be your biggest asset since they'll be finding your deals & managing the day to day operations for you.

My goal is to continue to buy 3-4 condos like this one and use the snowball strategy to pay off these condos quickly so I can build up my passive income(ideally $20k+ a year from 1 paid off condo).

Do people take those credentials home with them and continue using your account. 

If you believe it will continue to appreciate (like most of San Antonio), I would hold on to it even if there's a bit of negative cashflow for the first year or two. 

That is just a one off report so before you spend a buck fiddy, it is a good idea to visit a couple TK operators in person first.

My goal is 25 doors in 5 years, my struggle right now is deciding to either go back to work and save up money to continue or come up with a way to leverage financing to stay afloat myself and stick with it, waking up everyday 100% dedicated to my real estate. 

I've been investing in one market for 10+ years and my vendor list continues to evolve and never had the mindset of assembling a team I can rely upon.

I know if I were to send an operating agreement to a lender that reads "LP member will receive return of their capital and 20% annualized return" they would not approve the loan.