POLITICO Playbook Daily Briefing - POLITICO

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May 28, 2025: Trump’s big crypto play May 28, 2025

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Even as President Donald Trump himself has a (relatively) quiet couple days, the gears of his administration continue to turn, and the pairing of his political and personal interests continues, brazenly and in the public. Today, Vice President JD Vance will deliver the keynote address at the Bitcoin 2025 Conference in Las Vegas. A few hours later, Eric and Donald Trump Jr. will speak at the same event, which comes just one day after Trump’s media company announced it intends to raise billions to stockpile Bitcoin for its corporate coffers. Chief Playbook correspondent Dasha Burns joins managing editor and author Jack Blanchard to talk through that, the president’s latest social media output, some notable 2026 maneuvering and an exciting announcement from Dasha.

May 27, 2025: Inside Trump’s ‘destabilize and reshape’ strategy May 27, 2025

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The biggest story in Washington today isn’t really in Washington; it’s about how Washington is affecting pretty much every place else. With Congress out on Memorial Day recess, the focus in D.C. today is all international — from Iran nuclear talks to trade negotiations with the European Union to the war in Ukraine to Gaza to King Charles’ visit to Canada. And there is a fairly consistent through line connecting it all, chief Playbook correspondent Dasha Burns tells managing editor and author Jack Blanchard: Trump’s strategy of first destabilizing an institution or status quo and then seeking to reshape it. Where will it prove successful, and where will it come up short? We may get a few signs this week. That, and the rest of the news you need to know as the week revs back.

May 23, 2025: Trump and the politics of payback May 23, 2025

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Revenge, the saying goes, is a dish best served cold. And this week, the Trump administration is serving up a veritable buffet. Whether blocking Harvard University from enrolling international students, launching a Federal Trade Commission investigation into Media Matters, or using the long arm of the DOJ to prosecute Democratic elected officials, President Donald Trump’s government is mounting a show of force against its perceived opponents. But how does this revenge tour align with what MAGA voters expected from Trump 2.0? Playbook supervising editor Zack Stanton breaks it down with contributing author Adam Wren. Plus, swing-district House Republicans are already seeing the political liabilities that come with voting for the sprawling reconciliation package, and a stunned Washington mourns two Israeli embassy staffers murdered in downtown D.C.

May 22, 2025: All the president’s memecoins May 22, 2025

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Tonight, Donald Trump goes where no president has gone before: to an invite-only dinner for investors in a cryptocurrency bearing his name. The unprecedented event is the latest in a pile of entanglements that raise serious questions about palm-greasing and profiteering — from deals for Trump-branded golf courses to the $400 million jet Qatar gifted to the administration for use as Air Force One. Playbook managing editor and author Jack Blanchard digs into it all with contributing author Adam Wren. Plus, HHS Secretary Robert F. Kennedy Jr. releases its first MAHA Commission report, and the House GOP’s mammoth megabill takes a big step forward.

May 21, 2025: Defending a legacy, Biden edition May 21, 2025

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Former President Joe Biden is trying to lay low. But with the conversation in Washington dominated by the fallout from his cancer diagnosis and the continuing revelations from Jake Tapper and Alex Thompson’s book “Original Sin,” his every move is fodder for more discussion — welcome or not. Playbook contributing author Adam Wren joins managing editor and author Jack Blanchard to dig into it all. Meanwhile, the GOP megabill continues to progress through the House, as GOP leadership eyes the legislative endgame. And South African President Cyril Ramaphosa arrives at the White House to try and defuse Trump’s furor over the alleged mistreatment of Afrikaner farmers.

May 20, 2025: The book Washington can’t stop talking about May 20, 2025

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The year’s most anticipated book in Washington has finally arrived: Jake Tapper and Alex Thompson’s “Original Sin” dropped overnight, just as Joe Biden’s physical and cognitive health as president is the topic dominating the D.C. discourse. And the din of that conversation is likely to only grow louder. Partly, that’s because the Biden story isn’t going away. But it’s also because Republicans are eager to keep the focus there rather than the politically risky proposed cuts to Medicaid that have now taken center stage in the debate over the House GOP’s Big Beautiful Bill. President Donald Trump heads to Capitol Hill this morning to try and win over Republican holdouts. Playbook contributing author Adam Wren joins managing editor and author Jack Blanchard to unpack it all.

May 19, 2025: Biden’s cancer diagnosis rocks DC May 19, 2025

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Former President Joe Biden has been diagnosed with an aggressive form of prostate cancer. This news comes just days before the release of a hotly anticipated book that promises to reveal information about the former president’s alleged cognitive decline and the lengths that White House staffers and others in his inner circle went to conceal it. Also, President Donald Trump has a diplomatic double-header today with calls to Russian President Vladimir Putin and Ukrainian President Volodymyr Zelenskyy in his latest attempt to achieve a ceasefire in Ukraine. National politics correspondent and Playbook contributing author Adam Wren joins Playbook managing editor Jack Blanchard to break it all down. Plus, House Republicans voted the Big Beautiful Bill out of the Budget Committee last night, increasing the likelihood of a floor vote before Memorial Day.

May 16, 2025: Dems reckon with Biden book fallout May 16, 2025

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As a new book about former President Joe Biden’s cognitive health steamrolls its way through the Washington conversation, a new litmus test is emerging for Democrats with national ambitions: Did Biden, in fact, decline in mental acuity while in office? National politics correspondent and contributing Playbook author Adam Wren joins Playbook deputy editor Zack Stanton to talk it through. Plus, President Donald Trump wraps up his Middle East trip, and the GOP mega-bill is teetering as hard-line conservatives force Speaker Mike Johnson to entertain major changes to the legislative package.

May 15, 2025: Why today’s SCOTUS blockbuster is so hard to predict May 15, 2025

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Today, the Supreme Court hears arguably the biggest case of the term. But precisely what is being decided is up for debate. There’s a constitutional question about birthright citizenship. And then there’s a procedural question with wide-reaching implications: Can lower-court judges block federal policies with nationwide injunctions? Depending on how the high court rules, one of the main impediments preventing President Donald Trump from implementing his policy agenda could disappear. Playbook managing editor and author Jack Blanchard and chief Playbook correspondent Dasha Burns talk through the case and survey the potential fallout. Meanwhile, Vladimir Putin is a no-show for peace talks with Ukraine in Istanbul, and Trump’s Mideast trip comes to a close.

May 14, 2025: The book Joe Biden doesn’t want you to read May 14, 2025

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It’s Washington’s buzziest new book, and Joe Biden would probably prefer not to talk about it. And there’s a reason for that: It has ignited a ferocious discourse about the former president’s mental acuity and alleged decline and prompted uncomfortable questions for his former staffers and aides about who knew what and when. Playbook managing editor and author Jack Blanchard and chief Playbook correspondent Dasha Burns talk about the D.C. zeitgeist and how it all unfolded. Plus, Trump remains in the Middle East, where his Qatari jet fiasco is only picking up speed.

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