Adam sits down with Jon Lovett (Crooked Media co-founder, former Obama/Hillary speechwriter… and yes, Survivor 47’s first boot) for a refreshing honest catch-up. Jon explains why a midlife-crisis-on-purpose pushed him to apply, what Jeff Probst told him on Zoom, and how a teammate’s meltdown sent him packing. They get into the Obama “no ketchup after age 8” controversy (and Jon’s surprisingly deep ketchup-vs-mustard life lesson), what being a presidential speechwriter actually looks like under deadline, and how Pod Save America/Crooked grew into a home for pro-democracy politics. Also on the table: the thrill/terror of sushi firsts, iPhone “upgrades,” and why political honesty beats performative unity every time.
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