The Playbook Podcast

Can JB Pritzker be the Democrats’ anti-Trump in 2028? | On The Road

May 9, 2026
J.B. Pritzker, Illinois governor and former businessman and philanthropist, talks state politics and national ambitions. He discusses Chicago campaign traditions and his rise from donor to governor. Conversation covers tax battles, proposals for post‑Trump reforms, redistricting and electability concerns. Pritzker also addresses Israel, wealth in politics, and plans for national involvement.
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ANECDOTE

Manny's Deli As Political Homebase

  • J.B. Pritzker treats Manny's Deli as a political hub he visits every election day.
  • He says showing up at Manny's at noon is almost a superstition for winning and a place to meet diverse voters across Chicago.
INSIGHT

Governance Record Trumps Labels

  • Pritzker argues durable political success rests on delivering measurable governance, not ideology.
  • He cites 10 credit upgrades, balanced budgets, and paying off $17 billion of unpaid bills as proof of outcomes-focused leadership.
ANECDOTE

Early Motel Jobs Shaped Work Ethic

  • Pritzker recalls summer jobs at his family's motel and as a busboy to show early work ethic.
  • He describes hauling dirty sheets and working as a busboy at age 14 to emphasize he 'earned' early roles.
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