we ran into this in FLA  a few years back when I had 4 starts and I exited that market.. permits  sub base all pretty tough for someone who is not there and already knows the systems hands down and has a devoted loyal sub base.. thats the key in my mind.

The manager doesn't determine what they do and don't like, they 'manage' the HOA to comply with the law and guidance from the Board.

Sell the properties.You mentioned having difficulty managing the properties as is.

And recently, after much pushback, they backed off the plan to not let you transfer the permit to the next property owner when you sell.

Either the post is too anti-Trump, or too Pro-Trump. 

I am from the Chicago area and looking to purchase my first property in the next 3-6 months. 

Meaning, if you take the money only, you would have depreciation recapture from your cost basis up to the original purchase price of the building (not including the land cost because it wasn't depreciable), plus a capital gain up to the insurance proceeds.Hope this makes sense. 

I'm hesitant to give up my conventional loans on the next cash out refinance for DSCR loans.

Making money and keeping money are not the same thing. 

They are running a personal brand, and I would rather donate my money to a good cause than their next mountain home.