I would love to hear from fellow seasoned investors who can relate to my sentiments in our current economic and real estate conditions.

Your issue more so is the seasoning period for the refinance is what it sounds like.

However, as a seasoned landlord, I would not ever dare to ask "how much more damage could they do?".

The only times this makes sense is if you are in a really hot market, especially seasonal ones where you might have 100% occupancy for the summer months or something.

I just bought it in the fall and am trying to complete a bunch of modifications during off-season (e.g. metal roof, certain safety features, treating the deck, possibly updating the fire pit area, etc). 

Quote from @Clint Miller: How are you supporting your clients during this festive season?

The real pool season is 3-4 months, which also sways my opinion. 

I may be wrong but you cannot refi unless the property is seasoned for 12 months when using Fannie, Freddie, Ginnie.

The ownership could be changed prior to structuring the parking arrangement, but last-minute changes without time to season the ownership change would significantly increase the risk the transaction could be disallowed as a step transaction under audit.

We also have shorter seasoning periods than most for cash out.