POLITICO Playbook Daily Briefing

Today, President Donald Trump will talk with Russian President Vladimir Putin about a potential ceasefire between Russia and Ukraine. Trump, who told reporters over the weekend that significant progress has already been made in peace negotiations, is expected to make certain concessions for a successful deal. Can the two leaders come up with a plan to end the war — or get close to it? And will that plan sacrifice Ukraine’s own goals for the sake of a deal, whatever the costs? POLITICO national security reporter Eric Bazail-Eimil joins host Steven Overly to talk through what he’s watching. Plus, recent deportation decisions by the Trump administration call into question the limits of the president’s power. All that, and the rest of the news you need to know today.

Democrats have been looking inward since November 5, but over the past few days that self-examination has escalated. On Friday, Minority Leader Chuck Schumer led a small group of Senate Democrats to help pass the Republican-backed continuing resolution. In the days since, Schumer has faced frustration from colleagues, with some even calling for his removal. The situation has left those on and off the Hill trying to determine if Democrats can unite around… anything. Congress reporter Jordain Carney joins POLITICO Tech host Steven Overly to discuss. Plus, President Donald Trump defied a federal judge and carried out deportations using a wartime law from 1798. That, and the rest of the news you need to know today.

House Republicans are one step closer to passing their continuing resolution to fund the government, now that they have overcome the roadblock that is Senate Minority Leader Chuck Schumer. Last night, Schumer announced that he will reluctantly support the GOP’s CR — preferring it to the alternative of a government shutdown. But that decision has left many Democrats apoplectic. They were spoiling for a fight with Trump and saw this as their moment of maximum leverage; if not now, then when? How will it all shake out, and what will insiders be watching for ahead of the big vote this afternoon? Congress reporter Jordain Carney joins Playbook deputy editor Zack Stanton to discuss.

The podcast dives into the buzz surrounding the 2028 presidential race, even with Trump newly in office. Discussions include Pete Buttigieg’s political future and a notable Democrat’s choice against running for Senate or governor. It also highlights the early campaigning strategies of potential candidates like Kamala Harris and Gavin Newsom. Additionally, there’s a look at how a key MAGA figure's candidacy could reshape the political landscape, influencing the dynamics of the upcoming election.

Market volatility is the talk of Washington as the White House issues (and, in some cases, walks back) whiplash-inducing tariff threats. And as the economy dominates the discussion, all eyes are on Congress as a government shutdown looms at the end of the week. Yesterday, House Speaker Mike Johnson led House Republicans on a big step forward, passing a seven-month stopgap government funding bill. But it now faces an uncertain path forward in the Senate ahead of the shutdown deadline on Friday evening. What are insiders watching for? POLITICO’s Capitol bureau chief Rachael Bade joins Playbook author Jack Blanchard to talk it through.

What precisely are the limits of free speech in Donald Trump’s America? That question is at the heart of the case of Mahmoud Khalil, a Columbia University grad student and green card holder whose protests against Israel led to his detention by ICE over the weekend. Administration officials say the move complies with President Trump’s executive order cracking down on anti-semitism on college campuses. But a diverse array of critics argue that it amounts to an unconstitutional attempt to punish Khalil for speech protected by the First Amendment. West Wing Playbook co-author (and former Columbia Spectator editor-in-chief) Irie Sentner walks Steven Overly through the situation. Plus, Republicans aim to bring a continuing resolution to the House floor today, and Elon Musk suggests that entitlements are on the chopping block — despite of Trump’s promises to the contrary.

Two facts are behind the day’s biggest story on Capitol Hill. One, we’re just five days away from a government shutdown. Two, the House GOP’s so-called ‘clean’ continuing resolution is chock full of details — like mass deportations and new money for ICE — that will make it hard to get enough Democratic votes to succeed. POLITICO Congress reporter Meredith Lee Hill walks guest host Steven Overly through the vote count at the moment and everything else you need to know about the state of play in Washington.

It’s the worst-kept secret in Washington: Being in Congress isn’t as glamorous as it seems from the outside. But what is life really like on Capitol Hill? What do members privately think about their colleagues? How do they know it’s time to hang up their spurs? And what are the things the rest of us really don’t get about the pressures they face? POLITICO’s Ben Jacobs asked them. And he joins chief Playbook correspondent Eugene Daniels talk about what he heard. Plus, President Donald Trump puts a muzzle on DOGE, and our Eugene bids farewell to our listeners after four years at Playbook.

President Donald Trump’s tariff regime is blooming before our eyes. That may delight his MAGA base, but it’s causing agita in the broader electorate, as Americans face the near inevitability of higher prices for the foreseeable future and businesses struggle to keep up with the head-spinning turn of events. Is there a point at which the political reality will overwhelm Trump’s tariff ambitions and cause him to at least reconsider the path he’s chosen? White House reporter Megan Messerly joins chief Playbook correspondent Eugene Daniels to talk through the possibilities.

In his joint address to Congress last night, President Donald Trump gave a red-meat speech that lauded his culture war victories, denigrated his political opponents, and, oh yeah, ran until 11pm. But for all the noise in the speech, many of the headlines this morning are about Democrats, who responded to the aggressive and partisan speech in kind. Rep. Al Green (D-Texas) was dramatically ejected from the chamber for shouting that Trump had “no mandate,” and Democrats slowly but steadily walked out of the speech, leaving their side looking threadbare. Playbook managing editor and author Jack Blanchard breaks it all down with chief Playbook correspondent Eugene Daniels and Capitol bureau chief and senior Washington columnist Rachael Bade.