If you use it and claim it as an investment, you'd need a schedule E to report rents and likely a Schedule C for the "business" reporting. 

Given that the property is ideally located and other economic conditions are right, you are bound to receive regular flow of rental income.

I am looking to finance a home for him to flip and ideally BRRRR. 

I'm planning a move to Florida and I'm trying to figure out if there's any cities I could pick up a side by side fixer duplex for ~140k (or ideally less) in a B to C neighborhood. 

:@Nathan G.I'm having trouble finding 1613 E 83rd St on Google Maps, Nathan. 83rd Street seems to be in East St.

I'm planning a move to Florida and I'm trying to figure out if there's any cities I could pick up a side by side fixer duplex for ~140k (or ideally less) in a B to C neighborhood.

Ideally the person would have real estate investments themselves so they have a personal stake in following the latest developments.I do have a couple I've worked with in RI and have been happy with so far, but it's hard to really know for sure how many of their other clients fit into the "more complicated investor/business owner" rather that "standard W-2 employee" category.One trick I've used with attorneys to find experts in a particular area is to find the attorneys that teach other attorneys about a particular topic, i.e., that lead attorney CLE (continuing legal education) classes in that topic.

Having rental history via a schedule E in your tax returns would help, but an executed lease agreement and proof of security deposit and/or rental income received should suffice. 

MF would be ideal because you really aren't living with someone or looking for a SF with a separate entrance basement which would create the separation you desire I believe.

thak you e