Former Oakland Raiders and Tampa Bay Buccaneers Super Bowl champion head coach Jon Gruden has been working with Barstool Sports over the last year and creating football-centered content.
One of the most popular segments he has done involves him unpacking a box of equipment and swag sent to him by athletics programs from across the country while breaking down the legends of their past.
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After he and Alabama Crimson Tide men’s basketball coach Nate Oats met at last month’s Senior Bowl Hall of Fame event in Fairhope, Oats made good on his promise to send Gruden a box, and it produced some unbelievable content:
Ohhhh man… ROLL TIDE ROLL!
I met Nate Oats down in Fairhope, Alabama and he promised me a box from the Crimson Tide BASKETBALL team. Boy did he deliver!
Thank you Coach and @AlabamaMBB for all this gear! I can’t wait to watch you back in the Final Four soon!! pic.twitter.com/UlcSjENhsV
— Jon Gruden (@BarstoolGruden) May 30, 2025
Name-dropping Alabama legends like Wimp Sanderson, Robert Horry, Latrell Sprewell, Antonio McDyess, and numerous others, Gruden certainly won’t be lacking in Alabama gear anytime soon.
He even received a handwritten note written by Oats himself and called the head coach “the best dressed coach,” signing off with a big ROLL TIDE!
That wasn’t it for Gruden’s Tide talk for the weekend.
He also got the chance to sit down with current superstar wide receiver Ryan Williams and talk some football with him, even breaking down his signature play of the season to beat Georgia on one of the best catches you’ll ever see:
Everyone has seen this touchdown Ryan Williams scored to beat Georgia last season…
But did you know how it came to be? I got the inside scoop on his connection with Jalen Milroe before this play! https://t.co/9CYjqHgjlS pic.twitter.com/hzoVAlTdvS
— Jon Gruden (@BarstoolGruden) June 1, 2025
The full episode of Gruden’s podcast featuring Williams and fellow wide receiver Isaiah Horton can be viewed here:
Michael Brauner is a Senior Sports Analyst and Contributing Writer for Yellowhammer News. You can follow him on Twitter @MBraunerWNSP and hear him every weekday morning from 6 to 9 a.m. on “The Opening Kickoff” on WNSP-FM 105.5, available free online.
