So you're self-managing to save money, but you don't have systems in place to actually manage the property?

Use actual numbers to show them how the savings and deferment work.

I guess it depends on your market.

Having reviewed what's previously been discussed on this forum regarding whether people list what their actual cleaning cost is vs. a reduced (or in some cases inflated) price, can anyone share if there is a tax liability with this I'm unaware of?

Identify actual buyer who is willing/able to pay at least negotiated price, plus finder/transfer fee ($5-10k, for example); create a contract with end-buyer that identifies finder/transfer fee, agreement to complete purchase, and assigns difference (if any) of contract price and end-buyer price to self4.

It’s a fine line but would love real clarity on whether it’s actually permissible. 

Sometimes the stresses in a given location cause actual failure in the structure.

The downtown area has actually improved since my college days.

I actually am located in Palm Beach County in South Florida and love the area.

Prices may have adjusted, but my educated guess is that they have not.