

869: Harold
Oct 5, 2025
Harold Washington, the groundbreaking former mayor of Chicago, and David Axelrod, a key political advisor, dive into the legacy of Washington's impactful tenure. They discuss his struggle against the city's political machine and how his candidacy changed the landscape for Black politicians. Axelrod reflects on racial dynamics and Washington's community-driven approach to governance, emphasizing equity in city services. Listeners learn about the dramatic shifts in political attitudes and how Washington's pioneering vision paved the way for future leaders like Barack Obama.
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When A Win Forces Party Reckoning
- Harold Washington's upset victory forced the Democratic Party to publicly choose sides and exposed internal divisions.
- His election became a parable about how a challenger can make a party confront its identity and priorities.
Neglected Neighborhoods Felt 'Dying'
- Jackie Grimshaw describes daily fires in neglected Black neighborhoods and how residents saw buildings as 'dying' from neglect.
- Harold Washington blamed the machine for treating minority areas like colonies and ignoring basic services.
Machine Politics Created The Opening
- Chicago's political machine rewarded white wards with services while treating Black wards as colonies denied resources.
- That structural inequality created the political opening that made Harold Washington electable.