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Chuck Todd delivers a blistering assessment of Trump's Iran war, arguing that the conflict has gone sideways in virtually every way imaginable — and that the lack of consequences for Trump's past norm-breaking gave him a false sense of impunity that led him here. Todd traces the logic: Iran looked like a paper tiger after the limited strikes in 2025, Trump saw the opportunity to kill Khamenei and took it, hoping for either a popular uprising or a pliant regime insider to step forward — but none of those hopes have materialized. Instead, the forces that wanted to overthrow the regime have gone underground, the CIA is now arming and training Kurds in what Chuck bluntly asks amounts to deliberately triggering a civil war, Iran has inflicted real damage on multiple Gulf states, and stranded Americans were told by the State Department they were on their own because the administration made no evacuation plan whatsoever. He zeroes in on the damning timeline: if the administration had time to move an armada into position, they had time to warn American citizens. Timeline: 0:00 Trump’s war with Iran is not going well for him politically 0:45 Multiple countries have been dragged into a piece of the war 1:45 Lack of consequences for past actions gave Trump sense of impunity 3:00 Iran looked like a paper tiger after strikes in June 2025 3:45 Trump saw the opportunity to kill Khamenei and took it 5:45 Trump hoped for an uprising or a pliant member of the regime 7:00 None of those hopes have materialized 7:45 Forces that wanted to overthrow regime went underground 8:45 The CIA is arming and training Kurds to overthrow the regime 10:00 Are we TRYING to trigger a civil war??? 10:45 Regime change won’t come nearly as easy as Trump thought 11:30 Iran has inflicted damage to multiple gulf states 13:00 You can’t discount Trump’s business relationship as factors for war 14:15 Kushner involved in negotiations and has serious conflicts of interest 15:30 The administration is trying to use Israel as a shield 16:30 Administration made no plan to evacuate stranded Americans 17:15 Clearly was no imminent threat from Iran 19:45 The Iranians weren’t surprised that we were going to attack 20:45 Trump promised “Help is on the way” - Took 40 days 21:15 State department told stranded Americans they were on their own 22:45 They put thought into the war itself, but not for the consequences 24:45 What’s Plan C? Hoping for a civil war? 25:30 This is Iraq on steroids and we have less credibility globally 26:45 Cost of providing stability in the region is politically unpopular 27:45 It’s a lot easier to start a war than to finish one 29:00 George H.W. Bush had a clean war with Iraq and voters punished him 30:15 When you’re under 80% support with your own party, you’re in trouble 31:45 Trump isn’t an isolationist, he’s a unilateralist. Do what he says 33:00 Passing supplemental bill for war will be tough vote for GOP 34:45 Vance has to defend a war that’s antithetical to his political identity Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/chuck. Application times may vary. Rates may vary. Thank you Wildgrain for sponsoring. Visit http://wildgrain.com/TODDCAST and use the code "TODDCAST" at checkout to receive $30 off your first box PLUS free Croissants for life! Visit our website: https://thechucktoddcast.com/ Follow us on social media: https://x.com/chucktodd / thechucktoddcast / chucktodd / thechucktoddcast #politics #news #trump #war #iran #iranwar #military #civilwar