I like Hemlane, which is advertised on here.

I'm based in WI and there are several people from NY investing here, some successful and some not---the common thread I see from the ones that are not is that they relied on someone else for information instead of investigating, VERIFYING and doing their own due diligence. 

@Ryan BroschardHi Ryan,You have hit a common issue many new investors fail to anticipate.  

And with much more in commonality with starting and running say a restaurant. 

You are correct, it is common for DSCR lenders to require the borrower to be a business entity in Florida, and some other states sprinkled across the US.

Do you have any books or resources out there that he can dive into to help him hopefully avoids some of the common pitfalls?

@Brian Dolbeare This is a "it depends" question for sure, but in most cases street parking is pretty common here.

If your considering organizing a capital raise perhaps you should focus on large companies that advertise on the websites to be doing a capital raise with a debt offering.

6) Where is your property being advertised for rent?

To deter the break-ins you need to have window coverings on all the windows, a light on and not advertise that the unit is vacant.