POLITICO Playbook Daily Briefing - POLITICO

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Trump’s wrecking ball presidency Oct 23, 2025

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President Donald Trump finds himself in the middle of two dizzying news cycles — one abroad and one back home. The White House has leveled new sanctions against Russia, with the goal of ending the war in Ukraine. Meanwhile, Trump is demolishing the East Wing of the White House to build his grandiose ballroom as he reshapes Washington in his own image. Playbook’s Jack Blanchard and White House Bureau Chief Dasha Burns discuss how each of these moves underlines the extent of Trump’s unique position and power during his second presidency.

White House pulls Ingrassia nomination Oct 22, 2025

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Paul Ingrassia’s nomination to lead the Office of Special Counsel is off. The withdrawal of Ingrassia’s nomination comes after POLITICO reported on text messages that showed Ingrassia say he has “a Nazi streak,” and that the Martin Luther King Jr. holiday should be “tossed into the seventh circle of hell” — which quickly caused several Republican lawmakers to voice their opposition. It marks one of the very few instances when the Senate has stood up to Trump. Playbook’s Jack Blanchard and White House reporter Megan Messerly discuss what the episode means for Trump and what it could tell us about the rest of the Republican Party.

Who qualifies for legislative immunity? Oct 21, 2025

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President Donald Trump is once again testing the limits of the Justice Department. Today, lawyers representing Rep. LaMonica McIver will attempt to have the case against the New Jersey Democrat thrown out. McIver’s legal team is calling the charges political prosecution and saying she qualifies for legislative immunity — which is exactly what the Supreme Court granted Trump last year. Will Trump tally another unprecedented legal win? Playbook’s Jack Blanchard and White House Bureau Chief Dasha Burns discuss the implications. Plus, Hill Republicans are set to flock to the White House today for lunch with the president on day 21 of the government shutdown, and Trump’s pick to lead the Office of Special Counsel is in hot water.

Another ride on Trump’s foreign policy rollercoaster Oct 20, 2025

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President Donald Trump is set to meet with Australian Prime Minister Anthony Albanese at the White House today — but that is far from his only order of foreign policy business this week. The push to end Russia’s war in Ukraine is ramping up, the work on holding the Gaza peace deal together continues and Trump’s going further in the Caribbean. Playbook’s Jack Blanchard and White House Bureau Chief Dasha Burns cover the range of affairs that continue to test Trump 2.0’s diplomatic mettle. Plus, the government shutdown stretches to the 20-day mark.

From 'The Conversation': JB Pritzker says Trump is defunding the Chicago police Oct 19, 2025

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Nationwide, state and local officials are pushing back against President Trump’s plans to send the National Guard into various Democratic-run cities for crime and immigration enforcement support. One of the top Democrats leading the resistance is Illinois Gov. JB Pritzker.

Trump has recently said that he believes Pritzker and Chicago Mayor Brandon Johnson should be arrested for what he believes is mismanagement of the Windy City.

“Should we have a president who is threatening to jail his political opponents with no evidence of any wrongdoing, just that we oppose what he's trying to do to our country, which is to militarize our cities and turn us into an authoritarian regime?” Pritzker says. “I don't think that any American thinks that we ought to be jailing people just for their views.”

In this week’s episode of The Conversation, Pritzker joins POLITICO’s Dasha Burns to denounce the Trump administration’s immigration enforcement strategy, combat the administration’s narratives surrounding cities like Chicago, and discuss the future of the Democratic Party.

Plus, Fox News Senior White House Correspondent Jacqui Heinrich comes on to talk about the difference between covering the Trump and Biden administrations, her role on the White House Correspondents Association board and the Pentagon’s attempts to impose new restrictions on reporters there.

Trump continues his push for world peace Oct 17, 2025

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President Donald Trump today is meeting with Ukrainian President Volodymyr Zelenskyy, with the two expected to discuss arms as Russia’s war in Ukraine continues. The meeting follows a phone call between Trump and Russian President Vladimir Putin, during which the two leaders agreed to soon meet again in person. Playbook’s Adam Wren and POLITICO White House and foreign affairs correspondent Eli Stokols discuss what to watch out of the Zelenskyy meeting, plus what DNC Chair Ken Martin told Adam about the Democratic Party and how Zohran Mamdani fared in last night’s New York City mayoral debate.

Trump shows no signs of stopping Oct 16, 2025

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Monday will mark nine months since Inauguration Day, and President Donald Trump’s second term is only gaining momentum. Since January, Trump has bent the justice system to his will, sent the military into U.S. cities and challenged seemingly every precedent. Playbook’s Jack Blanchard and White House Bureau Chief Dasha Burns discuss how Trump has wielded power so far, and what to expect in the months ahead.

How the Supreme Court could reshape the midterms Oct 15, 2025

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The Supreme Court today will hear arguments in a case that could gut the Voting Rights Act, which would drastically reshape next year’s midterms. Some conservatives argue that consideration of race in drawing district lines is discriminatory and unconstitutional. But advocates warn that without the Voting Rights Act, minority populations would not have adequate representation in American politics. Playbook’s Jack Blanchard and White House reporter Megan Messerly walk through the potential outcomes, and what they mean. Plus, the latest on the Middle East ceasefire and the disappearing Pentagon press pool.

Trump’s Middle East victory lap Oct 14, 2025

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President Donald Trump is back in Washington today after a visit to Israel, where he delivered a speech touting the ceasefire that he helped broker. Now that the groundwork is laid, what’s next? Playbook’s Jack Blanchard and White House reporter Megan Messerly walk through the path forward for the region, with much of the hard work still left to sort out. Plus, the latest phase of the U.S.-China trade war kicks in as of this morning, and on the 14th day of the government shutdown, significant movement (still) looks unlikely.

From 'The Conversation': Oregon AG to Trump: There’s no rebellion here | Dan Rayfield Oct 12, 2025

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Dan Rayfield is Oregon’s attorney general — and the latest state-level politician to be thrust into the national spotlight by a legal clash with the Trump administration. In this instance, it’s over the federal government ordering troops into Portland, where protests against Immigration and Customs Enforcement have been deemed rebellion by the president.

I would invite anybody to come to Oregon and I think it's pretty clear that there isn't an invasion going on in Oregon,” Rayfield says. “Sometimes I'll joke the only rebellion going on right now is when I tried to feed my son a vegetable.”

The AG explained that his opposition to Trump’s proposed deployment is because, in his view, the president’s stated reasons for doing so aren’t based on the facts — or in the best interest of the people of Oregon.“If you want to deploy the military, if you want to federalize the National Guard, I'm okay with that if you have the right facts for it.,” Rayfield says. “We should give any president some deference, but when you have zero facts to base it on, that's when you've got to draw the line.”

In this week’s episode of The Conversation, Rayfield talks with POLITICO’s Dasha Burns about how he’s trying to defend states rights by fending off the Trump administration’s attempted National Guard incursion in Portland, the reality of what’s happening in the city, freedom of speech and how progressive policies have drawn outside attention to the state in recent years.

Plus, blogger and activist Vani Hari — better known as “The Food Babe” — joins the show to talk about her influence on HHS Secretary Robert F. Kennedy Jr. and how she hopes to help the MAHA agenda become reality.

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