I had hoped that the natural draw of Disney etc would work in my favor but there's just too much inventory.

He's is the only member of the HOA.Two units are being rented out as regular annual rentals.Rest are medium term rentals (90 day) for a local hospital.Sp would that mean you can turn it into an apartment building?  

Hi Jason,They are available, but a regular cash out may be a better option depending on the use of the funds (short-term or long-term).

Typical assumption is that security deposit would 100% go to cover property damages - that's the whole nature of the deposit IMO. 

There are clearly downsides - the investments are even less liquid than active real estate, they are completely out of your control and they are long term in nature.  

Fish and camping have also always been a regular pass time.

But I’m wondering—do property managers who aren’t in the office regularly find value in these kinds of insights?

Take notes and review those notes regularly.

You need to find a regular local lender who can tell you what you will need which will be 20-30 percent depending on the rate you are after.But, the easiest way for flippers to become owners is to hold every 4th property you flip and rent it at high rent since it's a full renovation.

Regular meetings and smooth communication keep everyone on track, marching toward that glorious goal.So, no more flying by the seat of your pants.