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A Look Back At John Michael Montgomery’s Legendary Career In Honor Of His Final Show Tonight In Lexington, Kentucky
Looking back at a severely underrated discography. Undoubtedly, the ’90s have been looked at as one of the most beloved eras in country music history. Of course, you have the likes of legends, George Strait, Alan Jackson, Garth Brooks, Brooks & Dunn, Shania Twain, Reba McEntire and countless others who dominated the decade and are most closely associated with the beloved era. With that being said, however, a name that seems to fly under the radar, at least when compared […] The post A Look Back At John Michael Montgomery’s Legendary Career In Honor Of His Final Show Tonight In Lexington, Kentucky first appeared on Whiskey Riff.
Looking back at a severely underrated discography.
Undoubtedly, the ’90s have been looked at as one of the most beloved eras in country music history. Of course, you have the likes of legends, George Strait, Alan Jackson, Garth Brooks, Brooks & Dunn, Shania Twain, Reba McEntire and countless others who dominated the decade and are most closely associated with the beloved era.
With that being said, however, a name that seems to fly under the radar, at least when compared to the artists mentioned above, is none other than John Michael Montgomery.
It’s not to say that the Kentucky native hasn’t been given his flowers in the past, namely winning Single of the Year at both the 1994 CMA Awards and the 1995 ACM Awards as well as a Best Male Country Vocal Performance Grammy nomination for “I Swear.” Additionally, he’d be honored with various forms of “best new artist” awards upon the release of his 1992 debut album, Life’s a Dance, winning the ACM’s Top New Artist Award and the CMA’s Horizon Award (which was renamed simply to New Artist of the Year in 2007).
Over the course of his career, Montgomery racked up two #1 albums (Kickin’ It Up and John Michael Montgomery), twenty Top 10 singles, seven #1 hits, five certified-platinum albums and an additional gold single for the aforementioned “I Swear.”
Ultimately, the “I Love The Way You Love Me” singer has remained a key artist in the storied history of the genre in the ’90s. And tonight, in Lexington, Kentucky, Montgomery will be putting an end to his touring career, performing for the final time at the Rupp Arena along with special guests, Eddie Montgomery (of Montgomery Gentry), Walker Montgomery and Travis Denning.
If you recall, Montgomery announced back in 2024 on New Year’s Day that he would be slowly winding down his touring career beginning in 2024 before wrapping up in 2025. And tonight is the grand finale for the ’90s legend.
In honor of the “Sold” singer’s final show tonight in Lexington, I think there’s no better time to highlight his 10 biggest hits throughout his career. Of course, this will include his aforementioned seven #1 hits as well as other Top 5 hits such as “How Was I To Know” and “Home to You.”
“I Love the Way You Love Me”
Release date: March 1, 1993
Peak chart position: #1
“I Swear”
Release date: November 19, 1993
Peak chart position: #1
“Be My Baby Tonight”
Release date: May 23, 1994
Peak chart position: #1
“If You’ve Got Love“
Release date: September 19, 1994
Peak chart position: #1
“I Can Love You Like That”
Release date: February 27, 1995
Peak chart position: #1
“Sold (The Grundy County Auction Incident)“
Release date: May 1, 1995
Peak chart position: #1
“The Little Girl”
Release date: August 29, 2000
Peak chart position: #1
“Friends”
Release date: September 23, 1996
Peak chart position: #2
“How Was I to Know“
Release date: June 9, 1997
Peak chart position: #2
“Home to You“
Release date: July 5, 1999
Peak chart position: #2
The post A Look Back At John Michael Montgomery’s Legendary Career In Honor Of His Final Show Tonight In Lexington, Kentucky first appeared on Whiskey Riff.
