Four former aides to President Obama — Jon Favreau, Dan Pfeiffer, Jon Lovett, and Tommy Vietor — are joined by journalists, politicians, comedians, and activists for a freewheeling conversation about politics, the press and the challenges posed by the Trump presidency.

The GOP makes one last run at repealing Obamacare, Democrats look for a message that works, and Trump delivers his first United Nations speech. Then HuffPost editor-in-chief Lydia Polgreen joins Jon, Jon, and Tommy to talk about the state of American democracy and the media, and DeRay Mckesson discusses the protest against police violence in St. Louis.