I Doubt It Podcast · Jesse Dollemore and Brittany Page

#965 - "Trump's War on Iran, Anthropic AI vs. Pentagon, and Kansas Attacks Trans Rights!"

March 1, 2026·1 hr 4 min·5 clips

Jesse and Brittany react to waking up to news alerts that Donald Trump has announced a war with Iran from Mar-a-Lago.

Episode 965 starts with ads and the show intro. Jesse brings Brittany in with their usual cohost rhythm, joking darkly about how splendid life has supposedly been since Donald Trump's re-election before admitting it has mostly been one horror show after another. The excerpt settles on Charlie Kirk. Jesse and Brittany make fun of the idea that Kirk belongs in conversations about military, diplomacy, or economic stakes when, in their telling, the credential story falls apart fast. The sarcasm carries the segment. A fake-sounding resume of deployments and State Department experience gives way to the reveal that he dropped out of junior college, which becomes the frame for the criticism. Brittany explains why the bit matters. She says the people around Kirk are still trying to keep his voice relevant after his death, even as his podcast rankings dropped. That is what bothers them. This is about more than one pundit with thin expertise. It is about the odd media habit of asking what he would have said and treating the answer like it still has political use. Their answer is blunt. They describe the imagined response as complete loyalty to Trump, with no room for criticism, doubt, or independent thought. Jesse points out how redundant that is. If someone wants an automatic defense of Trump, he says, Newsmax or the White House YouTube page already has it. The tone stays dry and annoyed. The hosts are not chasing balance here. They are calling out a loop and laughing at how little original thought it seems to need. The ending turns back toward the listener community. Voice memos, emails, Patreon support, and the march toward a thousand episodes all make the show feel like a conversation with people already in the room. The politics stay sharp. The goodbye lands warm.

As heard by us

A sharp politics show that cuts down fake authority and recycled reverence.

PlayNext keeps its focus on Trump after his re-election and on the way Charlie Kirk gets treated like an authority he has not earned. Jesse and Brittany push back on the idea that his voice belongs in serious talk about military and diplomacy, and they cut through the posthumous…

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Why you'd press play

You want a sharp, profane politics listen that keeps the ridicule intact, not smoothed over.

Read the full recommendation in PlayNext →

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