Unless he thinks the other large owners are going to cash out and tank the stock anyway. As they are already doing. In that case the better choice is “gimme gimme gimme”, which comports with his ethos perfectly.

Again, I agree he'll make the most selfish choice. I just am not sure what the most selfish choice for him would be.

If the other owners have already cashed out and tanked the stock, then it's any easy call. If the stock's already down to a few bucks because of all the other insiders bailing out, there's no more pretense of massive illusory wealth at that point. Might as well cut out.

This scenario assumes that there's enough greater fools out there to keep the stock in double digits and nominally worth more than a billion or two. If Trump chooses to exit at that point, the stock will crater - he's not getting 60% of that billion or two, but just a few tens of millions. He might prefer to wait and use his ownership stake to burnish his illusory business credentials, rather than cash it in for a (to him) pittance.

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