He is now in rent up modeand is at 20% occupancy after 3 months during the slow season.

If it's currently an STR they should be able to provide you with the p/l statement from prior years so you can see gross rents, operating expenses, average daily rates and occupancy levels.

@Ryan Swan, funny you say that, I just used all of my votes on that one feature last week, which kind of sucks because I wouldn't consider that an "enhancement" as much as just a total whiff on Buildium's part.  

I always said owner/occupants will always pay more than investors will pay. 

Consult eviction attorney regarding commercial; I'm specifically a residential PM and commercial usually has different rules because of the nature of the investment and occupancy (tenant doesn't [usually] live there)

I have my real estate license and am also an occupational therapist by trade- but truly I don't want to be in healthcare OR to help others to buy/sell- just want to get more properties under my own belt!

Additionally, depreciation deductions on the multifamily property could offset a portion of your rental income, further enhancing returns.Key considerations:- Financing the multifamily: Would you go all-cash or use financing?

I have heard a lot of things of the "Seven Isands project" and that alon will help enhance the Cape Coral market. 

Sometimes occupants still live there and eviction is not easy, and I have even heard a story once that the yakuza are involved in the construction and real estate business and exorted money from buyers through occupants in these properties. 

can totally enhance a working relationship.