With the war against Iran now in its third week, it has become devastatingly clear that President Trump and his administration have no strategy for the conflict. Retired Master Sgt. Wes Bryant explains how Secretary of War Pete Hegseth gutted the team responsible for limiting civilian deaths prior to the attacks on Iran. Then MS Now analyst Claire McCaskill ... Show More
May 2024
The Path to Defeat Donald Trump (Ep. 1)
Welcome back to The Wilderness. Jon talks about what it will take to rebuild 2020’s anti-Trump coalition with political analyst Ron Brownstein, political scientist Lynn Vavreck, Democratic strategist Addisu Demissie, Democratic strategist Jen Palmieri, and Democratic strategist S ... Show More
38m 34s
Aug 2024
How Kamala Beats Trump (Final Ep.)
On the final episode of this season of The Wilderness, Jon is joined by UCLA political scientist Lynn Vavreck and senior Harris campaign advisor David Plouffe. Lynn and Jon discuss why, despite all of this election's wild changes, Lynn is still expecting a close outcome in Novemb ... Show More
55m 56s
May 2024
The Trump Voters Who Are Sick of Trump (Ep. 2)
<p>Jon is joined by longtime pollster Sarah Longwell and former Republican strategist Tim Miller to get inside the minds of two-time Trump voters who are no longer sure if they’ll vote for him again. What’s changed? Well, January 6th, a few criminal trials, and some obviously bog ... Show More
55m 17s
Jun 2024
Joe vs. The Unknown
Democrats begin to grapple with two huge questions: is it possible to replace Biden at the top of the ticket—and is it wise? Mehdi Hasan joins Jon, Lovett, Tommy, and Dan, live in Boston, to debate the options. Plus, Gov. Maura Healey joins the show to give her own debate reactio ... Show More
1h 17m