The issues we tackle on The Problem With Jon Stewart are Too Big for TV™—so they spill over into the brilliantly titled The Problem With Jon Stewart podcast. Jon is joined by the staff and expert guests for nuanced discussions, updates on action items, and airing of grievances from writers over jokes that didn’t make the show.The Problem With Jon Stewart is an Apple TV+ podcast produced by Busboy Productions.

Jonathan Swan’s Dive into Trump’s Reality

September 10, 2026 1:37:07 16.19 MB ( -16.2 MB less) Downloads: 0

As Trump’s second administration pursues a radically different playbook from his first, Jon is joined by Jonathan Swan, New York Times reporter and co-author of the book "Regime Change." Together, they discuss what’s changed between Trump’s first term and now, how to puncture the president’s reality distortion bubble, and the craft behind a great interview. Plus, Jon takes listeners’ questions about causing political diabetes and Trump’s 9/11 efforts.

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Host/Executive Producer – Jon Stewart

Executive Producer – James Dixon

Executive Producer – Chris McShane

Executive Producer – Caity Gray

Producer – Brittany Mehmedovic 

Producer – Gillian Spear

Video Editor & Engineer – Rob Vitolo

Audio Editor & Engineer – Nicole Boyce

Associate Producer - Rebecca Rottenberg

Music by Hansdle Hsu

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