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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