You don’t have all the factors you had in 2008 with plummeting prices, what people are in trouble will likely not be upside down and simply be able to just sell their houses on the open market.  

if your FIL  does not mind  I bet most folks on this site would advise you sell .. 1031 if you canand roll that up to a bigger income producing property. 

With ACV I could just sell the land and walk with my money back and have it into another income producing asset in a few months.Curious what you personally use on your investment properties?

Numbers are going to come in higher after this massive producing year we just had. 2.)

How to wholesale legally with no troubles?

Porch and hopefully, they can resolve everything without much trouble.

Soil and slope are great for wine grapes, but from other conversations we've had, we've been told it's not worth the huge investment for grapes unless you're doing the whole winery thing and producing your own label, etc.

Anyway, I ask because I had a conversation with a co-worker that I would always try to work with someone that hit on tough times if I could, and a crazy idea like this might really put a smile on my tenants faces and better yet, provide even more loyalty to produce less tenant turnover. 

Is it worth all this trouble (and potential fees to do a QOF right) to save 15-25k in taxes? 

I had trouble finding a vendor due to a harsh winter last year. so I approached a vendor that had given me an estimate back in April 2021 (when I purchased the property).