“Welcome to Orange Monday,” Portnoy said on his “Davey Day Trader” financial livestream, just before markets opened this week, saying there’s “no political agenda” to his commentary, other than to make money.

After last week’s market plunge, Portnoy said he had lost US$7 million ($11.76 million) “in stocks and crypto,” a figure he estimated on Monday was likely closer to $20 million ($33.59 million), or up to 15 per cent of his net worth.

But, Portnoy has said, he plans to stick with Trump, whom he has called “a smart guy.”

“I think they’re smarter than me when it comes to these tariffs. I also think he’s playing a high-stakes game here,” Portnoy said last week on his livestream.

“I’m gonna roll with him for a couple days, a couple weeks, see how this pans out.”

Founded by Portnoy in 2003 as a free sports and gambling newspaper, Barstool has grown into a digital platform covering sports, lifestyle, and entertainment, with hundreds of millions of followers. Portnoy has been a loyal Trump supporter since first endorsing him in 2016, interviewing the president at the White House in 2020.