The Boss

Richard J. Daley is the grit of Chicago’s South Side — a working-class force where loyalty, power, and politics collide. Raised in Bridgeport’s bungalows and forged in the crucible of ward meetings and backroom deals, he became the face of a city that prized strength over smooth talk.

With a thick accent and a thicker playbook, “Da Mare” shaped the skyline, steered the machine, and built a legacy still whispered about from precinct to parade route. He embodies a Chicago of order, pride, and unapologetic authority — a time when the mayor was the city, for better or worse.

The Boss — Midcentury Modern Chicago Art Print
Printed on heavyweight artisan matte paper for rich color and bold contrast. Designed for history lovers, Chicago enthusiasts, lovers of Da Mayor (or Da Mare) and admirers of timeless design.
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