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Men of the Moment 2018

By Ariel Cheung, Laura Hine, Jaclyn Jermyn and Lisa Shames

Photography by Kevin Penczak


Seven of the city’s most influential men share how they are shaking things up in their fields—from real estate to fashion to sports—and how they plan to continue innovating.

After his best friend was killed in Alabama last year, Anderson channeled his grief into action, forming Anderson’s League of Leaders as a charity dedicated to mentoring young students.

With his six-year, $25 million contract, this Chicago White Sox shortstop is more determined than ever to go all the way in 2018.

“I want another shot. Last year did bring a lot of pain, and this year, I want to go back to being myself and be that dominant player. We go out there and compete, pick one another up and just keep playing, and we have a chance to do something special. We’ve got a really good bond, a good brotherhood, and that’s great to see. It’s the start of something great.

Life hasn’t always been great for me. I know what it’s like going through tough times, to be on both sides of not having and being able to have. So we want to target the youth, go in there and show them that there’s a better way of living. I just really try to be relatable, not go in there and preach. It’s more just going to have a good time and show them what being a kid and having fun is about. I try to get them away from the violence that’s happening and put a smile on their faces.” 

Styling by Charles Harris; Grooming by Cassandra Ward