Ford Honors Joseph Caldwell Sr., Trailblazing South Side Tailor

SPRINGFIELD, Ill. – State Rep. La Shawn K. Ford, D-Chicago, led passage of a House Resolution this week honoring the impactful life of South Side icon Joseph Caldwell Sr., a trailblazing tailor and
leading Black business owner.

“Joseph Caldwell Sr. was a community pillar for decades in Chicago,” Ford said. “He didn’t just succeed in Chicago, he took root and worked hard for decades to help others as well.”

Born in Arkansas, Caldwell would first move to Chicago at age 16 before later serving in the United States Air Force during the Korean War. Upon returning, Caldwell attended a tailoring school and opened TailoRite Cleaners in 1956 along with fellow veterans. The business thrived, and over the decades Caldwell would work with mayors, the Chicago White Sox and other influential figures. He continued to come into his shop into his 90s, and was featured earlier this year in Vogue.

Caldwell was also active in religious, charitable, political, business and civic organizations.

“He’s irreplaceable,” Ford said. “A pioneer who overcame significant obstacles, he will remain an inspiration for many. I’m forever grateful for his contributions, this city was blessed to have him.”

The full text of House Resolution 533 can be viewed here.

For more information, please contact RepFord@LaShawnFord.com.