Bears owner George McCaskey turns heads after Chicago move

Chicago Bears: George McCaskey volunteers as baseball umpire

McCaskey continues to impact Chicago. His Bears’ rise has brought hope to the city, and he also gives back to the community with his volunteer work. On Monday, Front Office Sports posted a video on Instagram of the 70-year-old serving as a youth baseball umpire in the Chicago area.

Several fans praised him for it in the comments section.

‘Well done,” one fan wrote.

“Rich dude trying to make connections with the working class? Need more of it,” a reaction read.

“This guy is awesome hopefully he buys the Bulls and the White Sox,” one user said.

“Love this guy. Monster bears fan. But he’s gotta check his distance from the catcher,” posted another.

“George has been doing that for years. There’s nothing new about that. Basketball also. Go Bears,” a user commented.

“George is one of the nicest people you’ll ever meet,” one comment read.

McCaskey took over as the team chairman in 2011, succeeding his brother, Michael. He officially became the controlling owner of the Bears in 2025 when his mother, principal owner Virginia Halas McCaskey, passed away.

The Bears have a 105-140 record over McCaskey’s 15 years as chairman. However, it won’t be surprising to see the team significantly improve this record in the next few seasons. The relatively young roster could help the team contend for the years to come.