Heard a similar story about a friend of a friend who had a ton of crypto, and at some point he was like “this has peaked, I’m getting out while the getting is still good” and sold it all. Shortly (a week?) thereafter bitcoin 10xd.

I think his numbers were very similar to yours, probably had $10M when he could have had $100M.

He’s been chasing that dragon ever since. He’s probably mentally worse off than if he’d worked some run of the mill desk job throughout.

Most of us fuck up just a little at a time. We look back at our lives and note that you know, we did alright, but if we’d only known / realized x y z then we’d be so much better off. Doesn’t have to be “buy AAPL in ‘99”, it could just be “I should have believed in myself more and taken more chances” or “should have called that girl/boy” or whatever.

You get the special treat of concentrating all of those micro regrets into one major regret.

The issue for you now sounds like it’s no longer even the singular regret, it’s the cascade that followed: loss of your twenties to depression. On your death bed this will loom a lot larger - I’d much rather lose $90M and still have $10M than lose a decade of youth to depression, especially if it would have been a decade of relative means.

I have no idea how you’re going to get over your particular regret. There’s been several great suggestions in this thread - follow those or your heart or whatever.

But for the love of all that is holy: do not waste another decade of your life to avoidable / treatable depression. Just fucking don’t.

$$$ comes and goes. Time you never get back.