The Social Contract with Joe Walsh The Social Contract with Joe Walsh

Why Trump Made Windsor Mann Leave DC

Sep 13, 2026 · 52m

Summary

Joe Walsh interviews Windsor Mann, who recently moved from Washington D.C. to Puerto Rico after Trump's re-election. They discuss Mann's new Substack essay, "I Left America for America," covering his three-month experience with local culture, infrastructure challenges, and the complex political identity of Puerto Ricans. The conversation also touches on the 25th anniversary of 9/11 and Mann's plans to remain in San Juan for the foreseeable future.

Topics discussed

Sponsors: Upwork, Wayfair, and Walden University Introduction of guest Windsor Mann and Substack promotion Reasons for moving to Puerto Rico and the 'I Left America' essay Climate, identity, and initial impressions of Puerto Rico Infrastructure challenges and language barriers Puerto Rico's political status and independence movements Local political views and the Republican Party's role Navigating social dynamics as a new American resident Living in San Juan: housing, views, and lifestyle Food availability and supply chain issues on the island Public opinion on statehood and reactions to federal policies Perception of neglect and safety concerns Sponsors: Kohler and Lexus Crime perception, natural beauty, and military presence Social interactions and the 'one man' mail delivery quirk Local culture, music, and the 9/11 anniversary Sponsors: Walden University and Granger Reflections on the 25th anniversary of 9/11 Driving conditions, road infrastructure, and hurricane preparedness Daily life: cooking, diet, and local food habits Long-term plans and final thoughts on living in Puerto Rico Closing remarks and final Substack promotion Sponsors: Active Intelligence, Granger, and Serval
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