Good luck Mat,There are certainly a lot of good options for cash flowing multi-unit buildings in Pittsburgh.

We’re open to considering Section 8 rentals if they align with our goals.Our initial plan is to purchase one or two properties outright with cash, although we’re still open to financing options if the right opportunity arises.We’re planning a 1- to 2-week trip soon to explore Indiana and get a feel for different cities and neighborhoods.I’d really appreciate your honest feedback.

The "substantially all" material participation test is another option but it's more ambiguous and difficult to prove. 

I would suggest looking to bring in a partner and give them a percentage of equity for the $.Another option is to take profits from flips to grow or look to sell some of your rentals to grow as well.

It might be worth exploring those options, especially if you’re just starting out.

If I had the option to rent to them again would I? 

A simpler but maybe less sexy option is to give the money away until its gone.

ChrisI believe the only option is to download one file at a time.

Baselane is a popular option with some good features, but definitely newer.

Let me know if you want insights on financing options!