The Dig

Chicago’s Left Experiment

Aug 5, 2025
Asha Ransby-Sporn, a prominent Chicago organizer and writer; Jeanette Taylor, a dedicated Alderwoman and education activist; and Alex Han, executive director of In These Times, dive into Chicago's left political landscape. They discuss the implications of Mayor Brandon Johnson's election, the struggles against systemic pressures, and the tensions within political coalitions. The trio also explores the urgent need for community engagement in education, affordable housing initiatives, and the challenges faced during recent political efforts, revealing a complex web of activism and governance in the city.
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INSIGHT

Chicago's Left Power Evolution

  • The Chicago left's electoral victory represents just the start of a longer transformative project.
  • Movement mayors must understand evolving power dynamics, not expect instant change.
ANECDOTE

Jeanette's Experience With Brandon

  • Jeanette Taylor has known Brandon Johnson for 15 years and trusts his intentions.
  • She sees bureaucracy as a major obstacle and insists systemic change takes time.
ADVICE

Plan Beyond Campaign Checklists

  • Electoral campaigns should create clear, coherent strategies beyond laundry-list policy goals.
  • Building broad coalitions with institutional support is essential for governance.
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