I list on Zillow, primarily communicate with them over Zillow messages and then give our remote login code to enter the home. 2) Maintenance between tenants - This one will be tricky as I will have to transfer all utilities to my name and send multiple vendors to the house for getting the house rent ready.

So, even if a deal seems just okay this year, it could turn into a really good one in the next couple years.Also, selling houses in Orlando is super competitive these days.

Hello - I am planning on purchasing a SFH and:- Doing a mixture of Airbnb / Househacking - Building an ADU/Guest house to STRIm noticing most homes in my price range are HOAs.

He's gonna be sending me pictures of drywall seams asking why the house is falling apart.

Depending on your property, you may have all applicants with a housing voucher.  

Mainly, is there a lot of demand for section 8 housing there, or just the rental market in general, is it pretty strong?

Hey David,I would house hack with your own funds first before tapping into the parents depending on your experience.

The only reason you would want to try to find a market to flip houses in that isn't the market you are living in is because you can't afford entry level homes in your market.

Do most newbies normally hire out a GC to build their first house? 

I don't want to get stuck trying to rent out the house in winter months (upstate NY and no one wants to move in winter) but also don't want the tenants to have to leave until they are ready.