Charles Barkley and Bill Belichick’s relationship dates back to the 1990s. During a 2021 appearance on “Brother From Another,” Barkley explained that he first met Belichick three decades prior, when he was coaching the Cleveland Browns. After learning that Belichick was a fan of his, Barkley agreed to have dinner together. “We had a great time at dinner, and we stayed in touch all these years,” the former NBA power forward said. “I go up to Foxborough … every chance I get to go to a game. … Coach Belichick has been a great man and friend.”
It looks like the admiration is mutual. At a 2019 press conference, Belichick ignored a jab toward Barkley, instead taking the opportunity to praise his friend (via Patriots Wire). Joking that Barkley would have made a “great tight end,” Belichick added, “[Barkley] is one of the most impressive people I’ve ever met.” That says a lot, coming from someone who coached Tom Brady for 20 seasons.
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As a rule, it looks like Belichick and Barkley often gush about each other. On an episode of “Jimmy Kimmel Live!,” Barkley seemed keen to dispel public perception that Belichick is a dour, humorless man. “He’s really a great guy,” Barkley argued. “He’s funny when you’re around him and get to know him.” “Funny” isn’t an adjective most people use to describe the eight-time Super Bowl winner, but maybe it’s something only a true friend would know.
