ByABC7 Chicago Digital Team 
Wednesday, October 22, 2025 3:33PM
Joseph Caldwell Sr. was known as a tailor and trailblazer, who helped countless people look their best.
CHICAGO (WLS) — Joseph Caldwell Sr. was known as a tailor and trailblazer, who helped countless people look their best.
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He died last Tuesday at the age of 92.
He was the pioneering business owner of TailoRite Cleaners and a fixture on Chicago’s South Side for nearly seven decades.
Joseph Caldwell Sr. was known as a tailor and trailblazer, who helped countless people look their best.
Caldwell was the tailor for the Chicago White Sox and prominent city leaders.
A celebration of life will be held on Saturday, Oct. 25 at House of Hope on 114th Street at 9 a.m.
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