Kentucky Basketball added a unique name to its growing list of fans by sending a special care package to none other than former NFL coach and current Barstool Sports personality, Jon Gruden. Known for his colorful personality and love of sports, Gruden recently showcased his Wildcats gear in a video that has since sparked conversations across social media.
Gruden, who began his coaching career at Kentucky rival Tennessee, shared his excitement in a video uploaded on his Barstool account. The video begins with Gruden humorously struggling to open the box using a drill—a nod to his signature “drill” catchphrase—before revealing his genuine appreciation for Kentucky Basketball.
“Basketball? Coach Pope? I love Kentucky Basketball,” Gruden said as he reminisced about the program’s storied history. He mentioned legends like Joe B. Hall, Goose Givens, Kyle Macy, and more recent stars like Shai Gilgeous-Alexander and John Wall. “What a tradition!” he added.
Gruden didn’t miss the chance to offer some spirited advice for the Wildcats as they gear up for March Madness: “You know what the Wildcats need to do? Gotta start drilling some threes this time of year. Drill them, baby! Move that ball around. Dribble, drive, kick out, and launch some threes.”
The video quickly gained traction, with fans enjoying Gruden’s energetic and nostalgic take on Kentucky Basketball. Despite his history with Tennessee, Gruden seemed genuinely excited to join the Big Blue Nation’s March Madness festivities, even showing off some basketball moves with a football once he got the box open.
The Wildcats are in the thick of postseason play, and the care package symbolizes Kentucky Basketball’s confidence and enthusiasm heading into the SEC Tournament and beyond. With fans like Gruden joining the bandwagon, the Big Blue Nation only continues to grow louder.
“Thank you, Coach Pope. It’s our time of year. Playoff time. Wildcats! Drill some threes, man! Take it to the rack,” Gruden exclaimed, channeling his signature intensity.
Whether it’s a clever PR move or just another way to spread the Big Blue spirit, Kentucky’s gift to Jon Gruden highlights the program’s knack for uniting fans from all walks of life. March Madness is here, and the Wildcats are ready to make some noise—with Jon Gruden cheering them on.