The Fifth Column Members Only #284 - Pod Save The Queen (The Fascist Regime) with Jon Lovett
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Nov 4, 2025 
Jon Lovett, a former Obama speechwriter and co-founder of Crooked Media, dives deep into the quirks of Democratic politics. He humorously critiques the perception of party control while discussing the fine line between inspirational campaigning and actual governance. Lovett explores the implications of political identity, the challenges of translating progressive promises into effective policies, and reflects on Mamdani's potential in New York politics. His insights on political evolution make for a captivating conversation.
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Crooked Con And Live Shows
- Jon Lovett describes his Crooked Con plans and live shows in D.C. and Brooklyn.
- He mentions panels with figures like Chris Murphy and Ruben Gallego and mixed-format sessions.
Caution Over Charisma
- Barack Obama's cautious call about Mamdani reflects broader concern about governance over charisma.
- Jon Lovett interprets it as encouragement to help Mamdani succeed while recognizing real doubts.
Anger Drives Jon Lovett
- Lovett admits he's motivated more by anger than hope and isn't easily inspired.
- He explains inspiration helps campaigns but shouldn't be the primary driver for civic action.