I ran into a variant of this bizarre rule recently.

I wanted to donate 1m sats to some charities. Normally I've used thegivingblock in the past, but I wanted to explore Fidelity DAF (Donor Advised Fund) which accepts Bitcoin and then can issue regular checks to any charity. The benefit of a DAF is you get an immediate tax write-off for the full amount, but then you can fund the different charities on whatever schedule you wish.

Going thru the paperwork I came across: "For IRS purposes you will be required obtain an independent qualified appraisal for the value of this transaction...."

So I contacted the rep and I asked him:

"So when I send the BTC, you will sell it for cash right?"

"Yes, which you can then use to pay your charities"

"But why do I need higher someone to 'appraise' that? The value is the value...."

"I know its absurd, but its the rules we have to follow because Bitcoin is still legally considered a collectible....."

These are the types of retardation that is still holding true adoption back. There are just too many hoops to jump thru that serve no purpose other than intentional obstructions.