In addition one of their more attractive aspects is that most of them already have institutional debt on them which you assume your share of. 

They had legitimate concerns with the roof and water heater. 

Should be easy since roof line is so close.

We added value by repainting interior, new floors, new roof, resurfaced the pool, added a fence for privacy, upgraded the landscaping, sealed and painted the exterior, added central A/C with new unit, upgraded the irrigation system, added gutters, added security cameras, added hurricane proof front and rear doors.

After one summer of STRs I came back in the winter took a first lean mortgage on the property to replace the roof (and build my RV which I plan on living in while renting in the summer).

Orlando is one of the most hot market in real estate, so finding the right property management company that handle your property in the most professional manner possible in all aspects is really challenging. you want a company that specializes at residential real estate either multi or single family and most likely serving the area that you are investing in. 

Lastly, is it possible to put a “seal” on a current shingled roof, should there be any leaks?

Like most things in life there are positive and negative aspects on any feature.

The main hurdle that many of our borrowers face are the income aspect of it, especially expensive markets like the West coast.

90% of the "ESA" pets are bogus and ruin everything for the real one.You cant straight up decline due to the ESA aspect...lawsuit waiting to happen.