Real Time host Bill Maher has shared his thoughts on the ongoing war in Iran, saying he believes President Donald Trump and his administration “missed their window” to overthrow the regime.
Appearing on Billy Bush‘s Hot Mics podcast on Wednesday (May 27), the comedian noted how there was “still a possibility that the regime will be overthrown” before adding, “My personal feeling is they missed their window.”
“They should have started the war when the people were in the streets, because that was the time to do it,” Maher said, per Mediaite, referring to the protests against Iran’s regime in late 2025 and early 2026. “They waited until the regime killed all those people in the streets, waited a couple of months, and then all of those people who would be there to lead the revolution… they’re all gone now.”
According to several organizations, including the Washington-based Human Rights Activists News Agency, the total death toll in Iran is estimated to range from 6,488 people to upwards of 36,500 people. Trump himself has claimed 42,000 people were murdered.
Maher said there could be an outside chance that Israel is “planning something big” to “surprise” everyone with an attack that would take out Iran’s remaining leaders. However, he believes it’s time to just wrap the war up.
“I thought it was a good idea to try,” the Club Random podcast host stated. “I thought they f***ed up a lot of actually doing it, and now let’s not make a bad situation worse. Let’s get out of this as cleanly as we can, and we’ll try again at some point, if we have to.”
Maher criticized Trump’s war on Iran on his HBO show last month, saying, “It’s gotten a little Groundhog Day, hasn’t it? It’s kind of the same story every week. We’re seizing their boats. They’re seizing our boats. It’s less like a war and more like a Florida divorce. It’s kind of become a war of, ‘You block me? No, I block you. Strait of Hormuz? You think you can f*** it up. Well, we can f*** it up.'”
He also slammed the president for his repeated claims that the U.S. won the war. “We didn’t. Hormuz is not open. The people did not do an uprising. The regime is still in place. We did not win, sorry,” Maher said. “And in social media, he keeps rubbing their noses in the victory we don’t have. Every day, he Tweets out stuff that’s inflammatory and contradictory, and bulls*** claims.”
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