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...?

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

Your best bet is hire a local designer. 

I am a tax attorney and i still am confused, and I am willing to bet that most people will be putting it on schedul e, not paying se tax, not calling it passive, and deducting losses against w2 income, and playing roulette with audits.  

Local banks who don't re-sell these are typically your best bet, they like relationships.  

The best bet for that would be getting an awesome property manager that does basically everything aside from supplying the financing for the home. 

I would bet that by now the threshold is $7,500 or greater.