Growing up in Nicholasville, Kentucky, John Michael Montgomery got his start as a 15-year-old rhythm guitarist in his family’s band. Releasing his debut country album Life’s a Dance in 1992, he went to No. 1 with his third single, “I Love the Way You Love Me.” Over nearly three decades, Montgomery has seen more than 30 singles reach Billboard’s Hot Country Songs chart. Throughout his rise to fame, the “Be My Baby Tonight” crooner never forgot his roots in the Bluegrass State. So when he announced plans to hit the road for one final farewell tour, it only made sense to end his career on the road close to home.
On Friday (Dec. 12), the four-time ACM Award winner took his final bow at Lexington’s Rupp Arena. Fans packed the University of Kentucky Wildcats’ home to celebrate a 33-year legacy. And much to John Michael Montgomery’s shock, his name will forever dangle from the rafters at Rupp Arena.
Videos by American Songwriter
Rupp Arena Unveils Banner Honoring John Michael Montgomery
Surrounded by his familyโincluding wife Crystal, sonย Walker, and daughter MadisonโJohn Michael Montgomery learned that Rupp Arena will honor him with a banner bearing his name.
“You never left Kentucky,” Walker Montgomery told his father. “You never moved to Nashville. Kentucky has been your home for all your life… So we’re going to have a special surprise for you real quick.”
With that, he introduced Brian Sipes, Rupp Arena’s general manager. “Thereโs a lot of similarities between you and the Wildcats, right?” he said, pointing out that both had sold out the venue that week.
Sipe continued, “When people come into Rupp Arena, they get to look up and they see the greatness of the UK basketball team with banners in the ceiling. And we thought, ‘Why would those same people not be able to come here and see a banner in the ceiling to celebrate one of the greatest country music stars who has ever lived?”
“So, if you look straight up there,” he added, pointing toward the ceiling. “John, your name will forever be hanging in Rupp Arena for all fans to see.โ
Wiping away tears, the “I Swear” hitmaker said, “I don’t have words… I tell you what, that’s the most special thing that’s happened to me in my career.”
Featured image by Stephen J. Cohen/Getty Images
More Latest Music News & Stories
-

NEW YORK, NEW YORK – SEPTEMBER 29: Kelly Hansen of Foreigner performs onstage during The Buoniconti Fund to Cure Paralysis 39th Annual Great Sports Legends Dinner on September 29, 2025 at the New York Hilton Midtown raised millions of dollars to support the pioneering work of The Miami Project to Cure Paralysis, a designated Center of Excellence at the University of Miamiโs Miller School of Medicine and the worldโs premier research center targeting spinal cord and brain injury and other neurological disorders and diseases. (Photo by Craig Barritt/Getty Images for The Buoniconti Fund To Cure Paralysis)







