A special recording from our Talking San Diego event with Rick Wilson. A longtime Republican strategist turned fierce Trump critic, Rick was among the first to sound the alarm on the threat Trump posed to American democracy. For nearly a decade, he’s been relentless in his efforts to expose that threat—most memorably through a sharp, unflinching, and often darkly funny series of political ads that take aim at Trump and his enablers.
Harry speaks with Rick Wilson
The Elon Musk Era of government came to an abrupt end as the architect of DOGE left the Administration, somewhat the worse for wear and tear. What remains in his wake of DOGE’s slash-and-burn agenda is unclear. Sen Barbara Boxer, Mara Liasson, and Stuart Stevens join Harry to assess the Musk experiment. We then move on to Trump’s no-holds-barred war against Harvard, and the damage it threatens for the school & American society as a whole. We then turn to the moving target of Trump’s TACO tariffs.
Harry speaks with Sen. Barbara Boxer, Mara Liasson, and Stuart Stevens
It's the latest monthly Molly mashup where Molly Jong Fast of Fast Politics fires legal inquiries at Harry, and Harry counters with political questions. The two trade vantage points on the Qatari "Palace in the Sky," with Harry explaining its illegality and Molly its political inanity. They move on to the pasting Trump is getting in the courts, and Molly’s sense of his quickly declining popularity. Molly explains why Dems are likely to take the House in the midterms. And both concur that as damaging as the first few months have been, his chance at actually replacing our constitutional democracy with an authoritarian state has passed him by. Lots more besides!
Harry speaks with Molly Jong-Fast
A terrific round table of Alisyn Camerota, Bill Kristol, and Mike Podhorzer join Harry to analyze a week in which only a couple things went right for Trump this week, but they were big-ticket items. The House R’s dragged the “big beautiful bill” over the finish line by a single vote. And the Supreme Court gave Trump a big victory that will permit him to fire leaders of certain important agencies without cause. But otherwise the courts forcefully rejected Trump’s overreaching executive orders.
Harry speaks with Alisyn Camerota, Bill Kristol, and Mike Podhorzer
Harry sits down for the first time with Scott Galloway whose wide-ranging influential views encompass politics, psychology, marketing, and technology, to name just a few. They first discuss Galloway's thesis of the current crisis among young men. Galloway lays out the manifold causes and cross-cutting effects, including eye-popping rates of substance abuse suicide and depression. They then turn to the link between young men's hardships and disenchantment and the rise of Trump as a dark model of masculinity. That leads Galloway to a harsh critique of the Democratic party’s marketing and agenda, and a specific postmortem of the 2024 election. From there, Galloway prescribes a series of proposals that he thinks Democrats should be offering in order to appeal to younger middle-class voters. And those are only the touchstones of a fast moving, provocative discussion chock full of Holloway’s thoughts on sundry topics such as social media, the importance of peer groups, the tax code, and why young people should drink more.
Harry speaks with Scott Galloway
If you like your presidential travel mixed with $B self-enrichment for Trump and sons, this is the week for you, guided by a terrific only-on-Talking Feds panel of Peter Baker, Tara Setmayer, & Jacob Weisberg. Trump makes for the Gulf States with bags open for booty before coming back to face the unraveling of his big beautiful bill of tax breaks for the wealthy funded by sacrifices in health & welfare for the rest of us. We end w/ the legal landscape and the DOA scheme to suspend habeas corpus.
Harry speaks with Peter aBaker, Tara Setmayer, & Jacob Weisberg
It was a week that brought a series of stinging court defeats for Trump and his bevvy of executive orders, which have as a common theme the disregard of constitutional limits. Michael Scherer, Ali Vitali, and Charlie Sykes join Harry to consider whether Trump is adjusting his approach or just erratic. They break down Trump’s recent legacy media blitz before moving to the inauspicious mess of his tariff policy. Finally, they take up the significance of the defeat of the Ed Martin nomination.
Harry speaks with Michael Scherer, Ali Vitali, & Charlie Sykes
It was a week that brought a series of stinging court defeats for Trump and his bevvy of executive orders, which have as a common theme the disregard of constitutional limits. Michael Scherer, Ali Vitali, and Charlie Sykes join Harry to consider whether Trump is adjusting his approach or just erratic. They break down Trump’s recent legacy media blitz before moving to the inauspicious mess of his tariff policy. Finally, they take up the significance of the defeat of the Ed Martin nomination.
Harry speaks with Michael Scherer, Ali Vitali, & Charlie Sykes
Harry talks at length with Leah Litman about her new book on the Supreme Court, “Lawless” The book is a funny but biting look at the Court’s recent cases in a series of hot-button areas, including voting rights, abortion, and money in politics. Litman (no relation!) contends that the Court is driven mainly by the sentiments and political views of the Republican Party. The two Litmans explore her general approach to analyzing the Court as well as cases in several of the areas of focus on the book. They move at the end to Leah’s ideas for constructing a better, more progressive Court and finish with thoughts about the prospect for the Court and country’s falling off the cliff during Trump rule.
Harry speaks with Leah Litman
It's our monthly Contrarian episode, and it comes at a natural pivot point entering the second 100 days of Trump 2.0. Three of the core members of the Contrarian — Norm Eisen, Jen Rubin, and Steve Vladeck — join Harry to break down Trump's dismal record in the courts & plunging polls against his continuing flurry of executive orders unmoored from the law and the constitution. After careful focus on recent events, the group turns to a prediction of the themes that will dominate the coming 100 days.
Harry speaks with Norm Eisen, Jen Rubin, and Steve Vladeck
