I asked the GC as part of the conditional last $20k payment to transfer the title to me after his mortgage note default since I'd paid him $40k in good faith for work reportedly completed but needed rework.3.)

Quote from @Marc Shin: I saw a video by Miles Golden and he said you change transfer your primary mortgage to a HELOC, and then you can pay all your bills out of the HELOC and pay off your mortgage in 3-12 years. 

If you don’t pay the tax when you transfer the stock to them they’re going to owe the taxes on your gain and you haven’t really “paid them back”. 

If I did this, I could then transfer the land to my LLC or allow the LLC to lease the land from me for the storage facility2.

You might be able to get around the fact your entity owns the property by either transferring the property back into your personal name or by some personal guarantee or cross-collaterization agreement.

Transferring billions across country boarders without paying taxes.

They will likely have interest when you want to transfer ownership of the property to the new LLC.

Upon her passing, the 401k interest was transferred to me into an inherited IRA account at the same servicer.

Here’s a method of transferring ow worship that worked for me.

So if I was dealing with a seller who was insisting on handling the transfer this way, I would be wondering what the seller is trying to hide... and I would figure it out.