A half-dozen friends sent me a tweet from Dave Portnoy last week, asking me if it means anything. The Barstool founder and professional attention magnet, who has long identified as just a regular guy who doesn’t care that much about politics, had been notionally supportive of Donald Trump during the 2024 campaign. (He says Trump offered him a job working in the Commerce Department.) But a little more than a month into Trump’s second term, Portnoy has posted some gently critical assessments of his presidency so far. “If I’m gonna be fair, these questions need to be asked today,” Portnoy posted on X. “Why is the release of the Epstein list always a shit show? What’s the point of booting out illegals and criminals while somehow becoming a safe haven for the Tate brothers? Why is Crypto in the toilet if Trump is crypto king? How far does Tesla stock have to crash before Elon goes back to work?”