I do maintenance visits every few months until the tenant proves they are trustworthy and with some of mine, it's just once a year now. 

Doing a Cashout Refinance using DSCR would be your best bet to tap into equity on this free and clear investment property.

The safest bet is to get yourself some oil based primer and a coat of paint on the interior when turning it over.

Which market to lend in, that states foreclosure and usury laws, do you have trustworthy boots on the ground there, and can you handle a default situation if and when it happens? 

If you are able to self promote on social media, that might be your best bet.

So I think my best bet to start off with is to find a property management company.That said, I’m wondering if anyone has tips on property management companies they would recommend, and/or any tips on how to find the best property management.

I am also willing to bet you dinner somewhere that the loan docs on the underlying mortgage have somekind of prohibition on doing exactly what is being done. 

Nest seems like a good bet, but it's not clear if they are compatible...?

Real estate you can improve, you can find before anyone else knows about, you can track the path of development to hedge your bets.

I’m willing to bet most investors here would not do something like that for fear of harming their reputation.