SHOW / EPISODE

Blood, Sunshine & The "Pineapple Primary"

1h 44m | Sep 15, 2026

Chicago mayor “Big Bill” Thompson’s first year back in office had been a disaster as far as political observers – and anyone with any integrity at all -- were concerned. Unhappiness about his incompetence and the corruption in City Hall was spreading, especially since the city of Chicago was now almost $300 million in debt. Primary elections for state and county offices were set for April, but election violence began in January, 10 weeks before anyone went to the polls. This time came to be known as Chicago’s “Pineapple Primary” since “pineapple” was a slang term for a hand grenade. 

This period became THE most violent political period in the city’s history. It was scarred by beatings, kidnappings, bombings, shootings, and murders – and things became worse as the election got closer. 

When the election arrived, party hacks on both sides began employing strategies perfected through years of Cook County electoral hijinks.  Boxes were stuffed with ballots bearing fictional names that fraudulent voters could use. They registered vagrants whose votes had been purchased for a few dollars, assigning them fake names and addresses. Even the dead voted in Chicago.



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