Hypothetical situation: Call it a massive downsizing, you're a CEO who is about to cash out on his stock options. By doing so, 100,000 employees stand to lose their jobs, but you will gain $100 billion in cash.
If you do not sell your shares, by the next day they would have lost their value - you get $0, but your employees can continue working, albeit under a different company owner.
Lets assume that there will be no legal repercussions for the trade.
Will you cash out? Or remain loyal to your workers but lose your entire fortune?
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