When a company IPOs, those of us who own mere Cattle Class shares pre-IPO get to wait out a 180-day "lockup" period before we can transfer shares to a different owner, whether in exchange for money—what the finance geeks call "selling"—or just because we feel like it. In theory, the intention here is to prevent current and former employees from dumping all our stock the moment we can, so the price doesn't crash. You might think this is a giveaway to privileged investors, who get to cash in at the stock's opening price of $50/share, instead of 6 months later at $20/share, and you would be correct.
I've already mentioned my experience with the Hapless Stock Guys, who bought most of my stock in advance, but fat-fingered their valuation of the company by 100%, thus paying me double what they intended to. As it turns out, they would have lost money on the deal anyway, just...considerably less. And really, I would have done better if I'd just unloaded everything (or more like) at the time, but without knowing when the IPO would be, or anything, I just didn't. Except for needing money to pay taxes, it's all intuited guesswork.
So the lockup just ended. I transferred the stock to them—contractually forgiving 100% of the loan and its interest I borrowed from them last year, which is amusing—so now that deal is concluded, and they can move on past what has probably been among the crappiest of their years. The tightly-wound one of the pair actually apologized for his aggressive behavior back in November, and said he's really taken it as a moment to reflect and learn some life lessons. I didn't inquire further, but emotional responsibility isn't super common among Finance Guys, and I really appreciated it (and told him so).
I don't know what happened to the other guy, the mellow one who went to my private school, and who contacted me initially. He was pretty chill back in November, and I would not be surprised to learn he's backstopped by generational wealth, and/or he's been stoned this whole time.
It's a nice moment to stop, and feel at least one item drop off the long mental list. It's not a long moment, but it's there.
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