I think life is more fun when you have some skin in the game for what Saylor does with the company. If you don’t think it would be fun, then I wouldn’t recommend it.

I have a retirement account that I buy MSTR with. Maybe one day I'll just cash it out and eat the penalty.

you can get funds out without the penalty with 72t distributions

Substantially equal periodic payments | Internal Revenue Service

Insights into substantially equal periodic payments under IRC section 72(t)(2)(A)(iv), with examples.

c72t Calculator - powered by SS&C

I agree. I own a piece of Saylor's action, and it is fun to feel like a boss.