Matt Levine wrote about something similar today in his column "Money Stuff" (the third story, "Tax Law"): > You have zero-basis stock that is “really” worth $1

Matt Levine wrote about something similar today in his column "Money Stuff" (the third story, "Tax Law"): > You have zero-basis stock that is “really” worth $100, but that happens to be trading at $300 right now because the market doesn't know the bad news that you know. If you sell it, you get $300, pay 20% tax, keep $240, and go to prison for insider trading. Or you can wait until the news is public, sell it for $100, pay 20% tax, keep $80 and avoid prison. > But if you donate it while it’s still trading at $300, you get a $300 tax deduction, which is worth $120, which is more than $80. And you don’t go to prison because you never traded the stock while you had inside information. https://www.bloomberg.com/opinion/articles/2021-04-28/elon-musk-made-tesla-some-money-on-bitcoin https://www.bloomberg.com/opinion/articles/2021-04-28/elon-m...