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I don't know how much of a bag holding exercise it is instead of a "treat yoself" moment. Half a million shares at $50/share is $25 mil, minus 50% taxes is $12.5 mil.
That isn't that much money in the bay area. Don't get me wrong. It's a lot. But that's just a $4 million house with another $1 million in furnishings, and I'm guessing a nice car or two. Take the other $6 mil and invest in a diverse portfolio. They've basically sold their stock so they can square away their personal lives.
Won't somebody think of the poor shareholders.
When I treat myself, it's to a takeaway meal that's like $20. Reddit has "never made a profit"™. Siphoning $16mil out of it on day one is obscene.
I wasn't trying to make a "won't someone think about the shareholders" argument. Thanks for the strawman.
Really the gist of what I was after is "you'd do the same in their position". $12.5 mil is a lot, but we're not talking about $12.5mil/year. Its a one time sale. Someone that earns $100,000/yr just saw 125 years of income materialize in a couple seconds. But if you had the same opportunity, you'd probably do the same. If you would instead donate it to charity, please let us know which charities you'd donate to.
Fair enough, you didn't say you condone it. But your comment does read with much more support than I would offer. And asking me which charities I'd donate to... ha! I don't see why that's relevant. Maybe I would do the same, but I don't already have an $800,000/yr base salary.
More relevant: this windfall would be 250yrs income for me. And on that income I already do donate to charity (albeit probably about 2% of my earnings). If this chump followed my percentage they would be donating 6 whole years worth of my salary on this windfall (plus 1/3 of my salary per year).
The point is "treating yoself" to $12mil after tax is absolutely obscene whatever way you look at it. Not to mention still sitting on 3x more than that.