He knows the damage he's doing, right?

I had built a good reputation for myself over the years.

Looking for reputable property management company in the surrounding area of Lakeland and Winter Heaven, FL for 15 units Multi-Family.

Attorney time.Make sure the person is reputable and experienced obviously.   

Unlevel floors or where the floor begins sinking below the wall is a good indicator of rot and frame damage.

When inquiring about a specific property that is in need of major "cosmetic" repairs/ replacement:*drywall damage*holes in interior doors*tile missing in shower*disgusting rugs*peeling vinyl flooringAll things we have experience in replacing, however would this affect the possibility of getting a conventional or VA loan due to the clause "No major issues affecting safety, soundness, and habitability"?

Here, student rentals are heavily dependent on who you know and your reputation. 

I would confirm they are a reputable company that is insured and bonded and that they hold your funds in a Qualified Trust or Qualified Escrow Account.

On the contrary, if you are working with a reputable PM company focusing on decent size commercial asset's, i think it is good exposure in my opinion.

My area will not get you the return you will get from being on the coast, but I also do not have the worry of hurricaine damage or elevated insurance costs.