Ink and Iron: Caleb Williams Tattoos Bears Logo on Music Mogul Cole Bennett in Viral Chicago Moment
Chicago Bears quarterback Caleb Williams is already making headlines ahead of his second NFL season—but this time, it’s not for what he did on the field. In a viral moment that’s captured attention across both the sports and music worlds, Williams was photographed tattooing the iconic Chicago Bears logo onto the arm of renowned music video director and record executive Cole Bennett.
The unexpected crossover between football and music unfolded as Williams, the former USC Trojans star and first overall pick in the 2024 NFL Draft, picked up a tattoo machine and inked Bennett—cementing both their bond and Bennett’s deep-rooted Chicago sports fandom. The event has since gone viral, drawing praise and fascination from fans of both stars.
Cole Bennett, founder of the influential multimedia company Lyrical Lemonade, has worked with some of the biggest names in hip-hop, including Juice WRLD, YG Marley, and Lil Yachty. Though his career has taken him across the country, Bennett remains proud of his Illinois roots. A native of Plano, Illinois, Bennett has long been a supporter of Chicago sports teams. Just last year, he threw out the first pitch at a Chicago Cubs game, further solidifying his connection to the city.
This offseason bonding moment between Williams and Bennett comes as the Bears prepare to kick off training camp. Rookies are set to report on July 19, with veterans following on July 22. Chicago has also scheduled joint practices with two of their preseason opponents—the Miami Dolphins and Buffalo Bills—giving the team a chance to sharpen their chemistry before the season officially begins.
Fans like Bennett won’t have to wait long to see Williams in regular-season action. The Bears open their 2025 campaign on September 8 in a divisional clash against the Minnesota Vikings, a matchup that will set the tone for what many hope is a breakout year for Williams and the new-look Bears.
