Chuck Todd opens with the latest from the Iran war: the Saudis have now denied the U.S. military access to strikes from their bases and airspace, the U.S. cannot claim any net positive from this conflict, and Trump's best realistic outcome is some version of the Obama nuclear deal 2.0. He notes that both sides are being squeezed — Iran can't keep this going forever either — but warns that beyond the immediate political damage to Trump, the war has handed China tremendous long-term leverage, AI spending is the only reason the U.S. economy hasn't already tanked, and asymmetric warfare has once again proven it can beat superpower militaries. He argues Trump's request for $1 billion in taxpayer funds for a White House ballroom is political suicide — if Obama had made the same ask, the media firestorm would have been deafening — and that Congress approving the money would be handing Democrats an enormous political gift. He flags the FBI's new investigation into Virginia Democrat Louise Lucas, warns that nothing coming from Trump's DOJ can be trusted at face value, and argues the trumped-up charges against James Comey create reasonable doubt about every other case the administration brings. He warns the administration is actively poking the bear with African American voters in ways that could supercharge Black turnout and reshape the midterm calculus, flags the FBI investigation related to The Atlantic's story on Kash Patel's drinking (the bureau denies investigating the reporter, but the careful language suggests a leak investigation exists. He closes with a beautiful and personal commencement-style address to the graduating class of 2026 as his daughter prepares to walk.

Then, conservative writer Kevin Williamson — National Correspondent for The Dispatch and one of the sharpest voices on the right — joins the Chuck Toddcast for a wide-ranging and characteristically blunt conversation about Trump's Iran disaster, the collapse of the political parties, and what kind of country America is becoming. Williamson argues Trump made a colossal mistake getting into the Iran war and there's now no way out without national humiliation: the goals of the conflict have constantly been changing, and Trump effectively told the Iranians where his political weaknesses were and they called his bluff. He notes the absurdity of America blockading the Strait specifically because we're mad that it's been blockaded, observes that the firing hasn't actually ceased despite the supposed ceasefire, and offers a withering verdict on the president himself: "Trump is just not a smart guy, he's an insult artist," surrounded by people who don't have the nation's interests in mind. They explore whether China could end up being the country Trump needs to bail him out in Iran, whether a nuclear Iran could benefit Putin (would he actually sell them one?), and notes the Gulf states are tired of this. He warns that securing the Strait of Hormuz requires ground troops Trump is too afraid to commit, that the Iranian regime is nothing like Venezuela's and won't fold, and that Trump never prepared the country for pain at the pump.

The conversation broadens into Williamson's structural diagnosis of American politics, and his unsentimental view of where this is all headed. He argues that politics has become like religion, especially for the most religious, which is why Trump's coalition won't fracture even when farmers are being destroyed by Trump's own policies and still vote for him. He says Trump's declining popularity isn't restraining his decision-making at all, that Republicans are already assuming a midterm wipeout, and that Trump will be impeached if Democrats take the House — and should be — though he acknowledges it may not be the smartest political move. They dig into whether both American parties are at genuine risk of collapse, arguing their decline has been a huge loss for the country: celebrity and social media have filled the vacuum, with communication ability now mattering more than actual governing competence. He half-jokes that Taylor Swift could be president if she wanted to be, dismisses the idea that Stephen Colbert could carry a progressive banner, and closes with a genuinely dark prediction: America is losing its identity, may simply be too rich for its own good, and is heading for a low so bad that most Americans aren't prepared for it.

Finally, he answers listeners’ questions in the “Ask Chuck” segment.

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Timeline:

(Timestamps may vary based on advertisements)

00:00 Chuck Todd’s introduction

04:30 Saudis have denied U.S. military access to bases & airspace

06:00 Trump is only going to get the nuclear deal 2.0 at best

07:30 Iran can’t keep this going as well, both sides being squeezed

08:30 U.S. can’t claim any net positive from this war

09:30 This is bad for Trump politically, but it’s bad for the US long-term

10:15 Trump has handed China tremendous leverage

11:00 AI spending is the only reason the U.S. economy hasn’t tanked

12:30 Asymmetric warfare beats superpower militaries

14:15 Greenlighting $1B in taxpayer funds for ballroom is political suicide

15:15 If Obama made the same ask, there would be a media firestorm

16:00 Congress giving Dems a huge political gift by approving funds

17:15 FBI launches investigation into Virginia dem Louise Lucas

18:30 You can’t trust the narratives from Trump’s DOJ

20:00 Trumped up charges against Comey create doubt in other cases

20:45 Administration is poking the bear with African Americans voters

22:00 Supercharged black turnout would change midterm election calculus

23:00 FBI investigation into Atlantic story about Kash Patel’s drinking

23:45 FBI denies investigating the reporter who broke the story

24:30 Denial language suggests a leak investigation exists

26:00 Worried about the future and for this graduating class

28:30 Chuck’s advice for the graduating class of 2026

29:15 Graduates are heading into a very uncertain future

29:45 Adulthood is not a race, don’t always need to hurry

31:00 The first job you take isn’t your forever job

32:00 Don’t confuse a setback with failure

32:45 Respect your elders and respect experience

35:00 Don’t be embarrassed by your struggles or disregard someone else’s

36:00 Life happens. Don’t wait for the perfect time for something

37:15 Road trips are the best way to learn about America

38:15 Don’t be a “Yeah, but” person

40:00 Life is not a competition with your friends’ lives

40:45 It takes a lot of hard work to get lucky

42:00 Sorry that we’ve brought grads into a very angry America

42:30 Talk to people who disagree with you

43:30 If you only experience America through an algorithm, you’ll misunderstand it

47:45 Kevin Williamson (The Dispatch) joins The Chuck ToddCast

49:00 Trump made a colossal mistake with Iran war

49:30 We can’t get out of Iran war without being humiliated

50:45 The goals of the war have constantly been changing

52:15 Iran can’t win a battle with the U.S. but its sphere of influence is bigger

53:45 Trump told the Iranians what his weaknesses are, they called his bluff

54:45 The firing has not ceased, there’s no actual ceasefire

55:15 We’re blockading a Strait because we’re mad it’s blockaded…

56:15 Trump is just not a smart guy, he’s an insult artist

57:00 The people around Trump don’t have the nation's interests in mind

57:45 Rubio looks good because the people around Trump are so bad

59:45 Will China be the country Trump needs to bail him out in Iran?

1:00:45 Iran having a nuke could benefit Putin, would he sell them one?

1:02:15 Trump didn’t prepare the country for pain at the pump

1:03:30 We could really use our European allies that we spurned

1:04:15 Unclear if Iran would accept a JCPOA style deal now

1:07:15 50 years after the revolution, Iranian regime hasn’t changed priorities

1:08:45 The gulf states have influence over Trump and they’re tired of this

1:11:00 Gulf states probably assumed Trump would go for regime change

1:12:15 The Iranian regime is nothing like the regime in Venezuela

1:13:45 The rural vs urban divide leads to failed democratic states

1:15:30 Trump’s declining popularity isn’t restraining his decision making

1:16:30 Republicans are already assuming a wipeout in the midterms

1:17:00 Trump will be impeached with a Dem majority in the house, and should be

1:17:45 Impeaching Trump may not be best option politically, but the right thing to do

1:20:15 Securing the Strait requires ground troops, which is terrible politics

1:21:00 Trump is a coward, and afraid of the risk of using ground troops

1:22:45 Trump doesn’t want to get into an open ended occupation of Iran

1:23:15 Unlikely that Trump’s coalition fractures, it’s a personality cult

1:24:30 Farmers are being destroyed by Trump, yet many still support him

1:25:45 Politics has become like religion, especially to the most religious

1:27:00 Kevin quit the GOP over Arlen Spector, which now seems quaint

1:28:45 What kind of conservative do you consider yourself to be?

1:33:15 Are both American parties at risk of collapse? Could another party emerge?

1:34:00 The parties matter less now than before Trump was elected

1:34:45 The decline of the parties has been a huge loss

1:35:45 Celebrity & social media has filled the gap left by the parties

1:37:00 Stephen Colbert is unlikely to be the celebrity to carry the progressive banner

1:38:15 Taylor Swift could be president if she wanted to

1:39:15 Communication is the winning trait of politicians now, not ability

1:42:15 We’re losing our American identity, maybe too rich for our own good

1:43:45 We’re going to hit a low that’s so bad, Americans aren’t prepared for it

1:45:30 The next election is not going to solve our problems

1:47:15 Ask Chuck

1:47:30 How would you approach teaching, more depth or more breadth?

1:52:00 Should we pay members of congress more?

1:55:45 What can make local law enforcement a more enticing job?

2:01:15 How does Trump’s drift towards lame-duck status play out?

2:05:45 Why do you think redistricting would create an electoral backlash?

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Full Episode - Chuck’s Message To The Class Of 2026 + Trump Has No Way Out Iran War Without Humiliation

The Chuck ToddCast