Partnering with investors  and also doing flips using a Joint Venture would get you  more capital!!

I recommend he look for a property manager who can figure this out and stop the bleeding, then maybe take over management in a year or two when he's better prepared.

Start by mastering the basics: find motivated sellers, build strong connections with cash buyers, and never stop learning.

One pro of FL is that municipalities cannot enact new laws or change existing laws for rental terms, the state passed a law in 2014 to see to that.However, that does not stop some municipalities from regulating them as far as fees, inspections, and registrations. 

They made airlines stop doing it, follow up with short term housing. 

I am glad you stopped me from being lead astray with this.

Move on and stop wasting time.

I have a duplex where the plumbing was getting backed up.Had a plumber go out there and put a camera in the lines and turns out there are roots growing into the plumbing from a nearby tree.The quote to rip out and replace the plumbing was a staggering number.My thought is to cut down the tree to stop the growing and then eventually put the liner in the plumbing.Any experience with this?

But I decided to test the Air BNB venture.

I have 2 separate Property owners where im located in Maine both looking to do joint venture deals where they provide the land and I get the project lined up and funded.