I'm looking for someone to help button-up my 2020 taxes and assist in 2021 tax planning/strategizing (throughout the year).

and the business itself, along with the real estate it sits on, is a big chunk of our net worth, so being strategic about maximizing its value is something I keep in mind for the long term. 

Let your mind strategize and go buy another one.

Example a buyer new to the space might read a few articles and formulate a theory about what they want in an NNN investment without understanding the space.

I know a couple of lenders that could help you figure out the best moves - one is on the commercial side (5 units and up) and the other is on the residential side (1-4 units) - the latter and I have done over 150 deals together, and I know how he works... taking your info, and goals into consideration, and helping you strategize the best move. 

Do you suspect they are lying about the supposed appraisal in order to pursue a "strategic foreclosure" which benefits them more than a short sale?

1) Tax Harvesting with the Sale:Tax harvesting involves strategically realizing capital gains and losses to offset each other, reducing your overall tax liability.

It requires being extremely hands on, otherwise you will go in the negative real quick.My advice would be to park 50% of the capital into something safe like a mutual fund and that invest the other 50% strategically into several passive opportunities.

Through a LOT of strategic communications and negotiations, I eventually got them to accept a price of $790,000. 

Someone who enjoys strategic and careful planing, and knowing how to utilize the numbers.