Derrick Wynn

Derrick Wynn perfected a can-do attitude through the people, experiences and situations that he encountered as a young man growing up on Chicago’s southeast side.

Derrick Wynn adds a winning dose of camaraderie to the service he provides at Lake Shore Plaza, where he has been a member of the door staff since 1993.

“As a doorperson, you have to be alert during every situation,” he said. “I handle customer service, answer the phone, take work orders, and make sure everybody’s safe. My favorite part of the job is the different people that I meet.”

Wynn perfected this can-do attitude through the people, experiences and situations that he encountered as a young man growing up on Chicago’s southeast side. After his mother passed when he was seven-years-old, he was raised by aunts, uncles, and members of the community.

“A friend from the neighborhood used to take all the kids to the batting cage and he got me involved in baseball and athletics,” said Wynn. “I always liked sports, but he got me playing in the organized leagues.”

He played baseball and basketball at Chicago’s South Shore High School on S. Constance Ave.

Regarding his prowess on the diamond, Wynn said that, “my best pitch was a curve ball, and there wasn’t nothing I couldn’t hit.” His greatest moments on the court included game came against Chicago’s Lindbloom Tech in the early 80s. “We were down by six points and I helped bring us back,” he said. “I scored 22 points.”

After high school, Wynn worked in retail for nearly a decade before accepting the position at Lake Shore Plaza, where he has managed the same shift ever since. When he’s not at work, he likes to spend time with his family.

“I’m married and I’ve got one son, three stepdaughters, and eight grandkids,” Wynn said. “My son will be 26 in August. He’s just like me: loves baseball, basketball, and football. He also likes to go walking on the lakefront in the morning. As a matter of fact, we went today at about 7 a.m.”  

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