In a way, this story is funny. Scott Galloway, the NYU business professor, podcaster, and author, was so afflicted with Trump Derangement Syndrome (TDS) that he sold all of his stocks when President Trump won in 2016.
Then Galloway bought back in at a much higher rate after watching everyone who didn't throw a temper tantrum over the election make bank on President Trump's roaring first-term economy.
He lost 40 percent of his net worth.
Scott Galloway sold all his stocks in a hissy fit when Trump won in 2016 (a taxable event) and then bought back in higher after watching everyone get rich as the market ripped. He lost 40% of his liquid net worth.
— Spencer Pratt (@spencerpratt) September 29, 2026
I told you, this guy's profanely dumb. pic.twitter.com/pvTmSZMTg4
"Probably my biggest investment mistake was the emotional reaction I had to the 2016 election of Donald Trump," Galloway said. "When he was elected in 2016, I sold all my stocks. That was stupid. The market ripped for the next year."
"There was so much insecurity about him actually winning that the fear had been priced in, stocks ripped up. But what we had from me was an emotional decision and I sold everything," he continued. "I had at that point, a lot of capital gains. So immediately I lost ... so I lost probably a third of the gains to taxes, and then six months later I ended up buying back in on a market that was 10 or 20 percent more expensive. So you could argue, at least notionally, that decision cost me 40 percent of my liquid net worth in stocks."
Boy, that sure taught President Trump a lesson, didn't it?
Remember, Galloway is also the galaxy-brain who wants to see Kamala Harris on the Supreme Court instead of in the White House.
Maybe it's a good idea not to listen to this man on anything, as he admits he makes his decisions based on emotion and not logic, reason, or fact.
I have lived long enough to know that hinging your entire personality and life on your politics is a bad idea. In the last decade or so, we've increasingly seen the Left not just turn politics into a lifestyle, but an all-consuming force that drives them not only to hurt others — see my earlier story about the lawfare waged against conservative lawyers — but also to hurt themselves and even their children, as Nikole Hannah-Jones admitted to doing with her daughter recently.
Political rage is not a good way to live your life, and it's certainly not a good investment strategy. But it should be a lesson to us all that if the Left is willing to harm their children and lose 40 percent of their wealth over politics, maybe they don't have our best interests at heart.
