The Playbook Podcast The Playbook Podcast

Rahm Emanuel makes his 2028 pitch over pizza in Chicago | On the Road

Aug 1, 2026 · 57m

Summary

Jonathan Martin interviews former Chicago Mayor Rahm Emanuel in his old congressional district about his potential 2028 presidential bid. They discuss Emanuel’s recent speech on Israel, U.S.-China relations, and his critique of both major parties’ failures since 2000. Emanuel addresses his political legacy, the rise of the left, and his strategy to appeal to independents while emphasizing his record of winning elections.

Topics discussed

Introduction: Rahm Emanuel and Chicago pizza Growing up on Chicago's North Side Israel policy, West Bank settlements, and arms sales Israel's isolation and Netanyahu's leadership China's economic dysfunction and global impact Four moments that unsettled America: Iraq, 2008 crisis, China, and Trump Zohran Mamdani and the rise of the left Supreme Court term limits and DC statehood Rahm's potential 2028 presidential run Democratic strategy: Moderates vs. Progressives Rahm's battle with cancer and daily routine Chicago politics and the moderate label Kamala Harris, Clinton, and NAFTA Jewish identity in politics and American decline
Listen ad-free on Castria