Note that Sec8 comes with added costs & issues due to bureaucracy and state of the HUD departments in the area.

It can be paid off by a refinance, or a sale or cash out of pocket.The other issue is the pending divorce.

Any repair issues the new acquisition has you will feel to much greater magnitude due to the property carrying a lot of debt.

Fear the issues of tenant nightmares, fantastic because you won't have that with STR. 

Having the tenant be responsible for something like the first $1000 of each maintenance issue, or $500 can be a big help.

I don't think enough people consider this aspect.Selling Stock: Selling part of your portfolio could work, but the 15% capital gains tax might make this an expensive choice unless the stock has underperformed or you’re diversifying away from riskier investments.HELOC: Using a HELOC on an existing property is a flexible and relatively low-cost option.

I don't see it as an issue but many still do, at least in my small town where the majority of renters are elderly people looking for low maintenance housing options.

A weak team leads to guest complaints, maintenance issues, and poor reviews.

None of these communities will be changing to residential neighborhoods, although a couple do have residential 'sides' that full time residents live in and can not be rented short term.Two of the big communities that you will have some issues with self managing are Reunion and Margaritaville.

Funny thing - I was with Compass until relatively recently (March/April 2024) as well.