Trying to stay ahead of the game and be proactive. 

They're fine for buying a turnkey, older home that gets "spruced up" and comes with a 1-year warranty on their repairs.

You might hit a few bumps in the road...tenants who imagine due dates are more like suggestions, or unexpected repairs that crop up at the worst possible moment...but that’s part of the ride.

I am just looking for insight from local MA realtors, attorneys or landlords regarding what my typical monthly expenses (if any) will likely be (I don’t mean one-off expenses like roof repairs). 

What I am trying to say is be very very careful in the city and speak to attorneys ahead of time in regards to the process, cost and how long it will take. 

I have just over $200K left of owner-financing, but I'd like to obtain a cash-out mortgage/loan of $500K (ideally) to be able to pay off the previous owner and make some repairs, etc. 

I ended up also having to do an escrow some repairs.

Getting seller to do repairs. 

Of course, in hindsight with what the market has done, I wish I'd gone full steam ahead, but in the moment I was playing it cautious.I'm also looking for income to quit my W2. 

I will, of course interview and do my own due diligence with these companies, but I just wanted to get an idea from everyone that could possibly give me a heads up on who's great or who to stay away from.