“He’s bullying this league” — Skip Bayless demands Tom Brady to drop the Fox deal after shocking Monday Night Football coaching box scene

Tom Brady might be done playing, but the controversies just keep coming. His recent appearance with the Raiders staff on Monday Night Football sparked a heated tirade from Skip Bayless that’s still being talked about. Skip Bayless accused Brady of 'bullying the NFL' and even said he should decide between his role at Fox Sports and team ownership.Sports analyst Skip Bayless really didn't hold back on his thoughts about Brady's two roles during a segment on his show "The Arena," which you can find in a YouTube video. Bayless, famous for his bold opinions, called it a "bad look" for the NFL and everyone connected to it.He specifically said to his audience, “He’s bullying this league. He took a deal to work for Fox, 10-years for $375 million. Then, he turned right around on top of that, and he bought five percent of the now Las Vegas Raiders… I fell out of my chair last night when I saw him sitting in the coaches box with a head set on… He is blatantly ‘f-you’ing’ the entire league and my former network.”Bayless shared more about his reasoning, emphasizing that Brady might be able to access confidential information through his broadcasting position, which could also help the Raiders. He elaborated, “His duties as a Fox broadcaster allow him, without any connection with the Raiders, to obviously interview all of you the day before he would commentate on your game.”He later added, “In that session… the players and coaches are going to confide in you… They are going to open up to you… Now, if I’m the Bears, I am shutting up, man. I am closing down.” These comments were a direct reaction to the sighting on Monday night and Carroll's confirmation, stressing Bayless's perspective that Brady's actions hurt fairness in the league.In a related X post on September 16, 2025, Bayless tweeted, "Wait, Raiders owner Tom Brady is sitting in the coaching box with a headset & ESPN says he talks often during the week to O.C. Chip Kelly??? How can the NFL allow Brady to even remotely interview players/coaches of other teams as part of his Fox prep? This is just wrong."A follow-up post stated, "I have defended Tom Brady for years as the runaway NFL GOAT. But now he wants his cake and eat it, too? He took a reported $370 mil for 10 years from Fox then bought 5% of the Raiders, which severely limits his ability to do his Fox job? Now he's advising/coaching? Big-footing."Bayless thinks Brady is using his power to take conflicting stances, giving the Raiders an unfair edge while cashing in on his Fox deal.He pointed out that this arrangement lets Brady tap into confidential info from competitors, which he might pass on to his own squad, jeopardizing the game's fairness.Historically, Skip Bayless has regarded Brady as the all-time greatest in the NFL, yet he's voiced his discontent over what he believes is Brady focusing on personal benefits rather than league integrity, especially with the constraints that ownership puts on his broadcasting responsibilities.His statements were influenced by the visual evidence from the broadcast and Carroll's public acknowledgment of Brady's role.In conclusion, Bayless urged Brady to let go of his Fox deal so he can focus exclusively on ownership, mentioning, “He should just drop the Fox deal. He wants to be an owner and operator of the franchise? Go do that.” Also Read: Marcus Spears calls out NFL for letting Tom Brady be the Las Vegas Raiders owner and Fox analyst at the same timeGiven the hefty $375 million value of the decade-long contract, it's pretty unlikely that Brady will just leave. The NFL is now dealing with a PR challenge and may need to create new guidelines to manage these overlaps, keeping the league's credibility intact along with that of players like Brady.