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“THAT WAS STUPID”: Leftist Professor Scott Galloway Dumped All His Stocks Out of Trump Derangement Syndrome — Then Cost Himself a Fortune

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Scott Galloway admits he sold all his stocks after Donald Trump won the 2016 election in an emotional reaction, a decision he now calls “stupid” and one of his biggest investment mistakes.

The Trump Derangement Syndrome on the radical left continues to reach staggering, hilarious new heights of complete and utter self-destruction.

Left-wing NYU professor and media commentator Scott Galloway just admitted to making one of the single dumbest financial moves in modern history, all because Donald J. Trump won the in 2016.

During his podcast, a visibly humbled Galloway confessed that he suffered a full-blown emotional meltdown on election night in 2016 and liquidated his entire stock portfolio in a fit of rage.

“When he was elected in 2016, I sold all my stocks. That was stupid,” Galloway said. He then put a price tag on the tantrum: “You could argue that decision cost me 40% of my liquid net worth in stocks.”

The comments came on The Prof G Pod and were clipped in a recent YouTube Short from his own channel titled “Why I regret selling all my stocks when Trump won.”

Galloway said he was convinced the market would crater because America had just elected “a reality show host.” Instead of waiting, he dumped everything, ate a massive New York capital-gains tax bill, sat in cash, and then bought back in six months later after the market had already ripped higher.

That is not analysis. That is Trump Derangement Syndrome with a brokerage account.

While Galloway was panic-selling, the S&P 500 closed 2017 up about 19 percent and logged record after record as tax cuts, deregulation, and growth expectations hit Wall Street. Stocks did not collapse. They soared.

Left-wing NYU professor and media commentator Scott Galloway just admitted to making one of the single dumbest financial moves in modern history, all because Donald J. Trump won the election in 2016.

During his podcast, a visibly humbled Galloway confessed that he suffered a…

— The Gateway Pundit (@gatewaypundit) September 28, 2026

As The Gateway Pundit previously reported, Galloway went on television hyperventilating and crying “doxxing!” after New York City far-left Mayor Zohran Mamdani published a public database of high-end property owners.

Galloway, who championed the policies that brought Mamdani into power, was suddenly utterly shocked to discover that the commies were coming after his luxury wealth, too!

According to Fox News, Galloway spent years pushing radical Democratic talking points, once even insisting with a straight face that Kamala Harris would make a “great Supreme Court Justice.”

Let that sink in.

The man who thought Kamala Harris, a politician so famously incapable of unscripted sentences that her own party eventually had to hide her, belonged on the highest court in the land is the same guy managing his own money based on emotional meltdowns over Donald Trump.

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