27 of Aldean's 38 singles have reached #1 on either the Hot Country Songs or Country Airplay charts with "Why", "She's Country", "Big Green Tractor", "The Truth", "Don't You Wanna Stay" (a duet with Kelly Clarkson), "Dirt Road Anthem", "Fly Over States", "Take a Little Ride", "The Only Way I Know" (a collaboration with Luke Bryan and Eric Church), "Night Train", "When She Says Baby", "Burnin' It Down", "Just Gettin' Started", "Tonight Looks Good on You", "Lights Come On", "A Little More Summertime", "Any Ol' Barstool", "You Make It Easy", "Drowns the Whiskey" (a duet with Miranda Lambert), "Girl Like You", "Rearview Town", "Got What I Got", "Blame It on You", "If I Didn't Love You" (a duet with Carrie Underwood), and "Trouble with a Heartbreak".

Frustrated and discouraged with his struggling career, Aldean gave himself six months before planning to leave Nashville and return home to Georgia.

Shortly after the release of his self-titled debut album, Aldean picked up his new (and current) agent Kevin Neal.

[3] It served as the lead-off to his self-titled debut album and reached number 10 on the US Billboard Hot Country Songs chart.

[6] This album contained the number 4 hit "Amarillo Sky",[6] which had previously been a non-charting single in 2002 for McBride & the Ride.

[3] The album was released on May 29, 2007, and at Wal-Mart locations was sold with a Limited Edition CMT Pick DVD that included Aldean's performances.

The album's lead-off single, "Johnny Cash", was originally recorded by Tracy Byrd, but Aldean's version of it peaked at No. 6.

[7] In an interview with Shave Magazine, Aldean explained that working with Bryan on Crossroads "was great" and that "[h]e was a lot of fun."

[9] In August 2010, Aldean released the single "My Kinda Party", which entered the Hot Country Songs chart at No. 41.

Aldean also collaborated with Ludacris for the song at the 2011 CMT Music Awards in Nashville, Tennessee on June 8, 2011.

Aldean performed "My Kinda Party" at the start of the 2011 Home Run Derby, which was broadcast on ESPN.

[citation needed] On October 25, 2011, it was announced that Aldean would be performing on The Grammy Nominations Concert Live!

– Countdown to Music's Biggest Night, the 1-hour special which took place live on Wednesday, November 30, 2011, at the Nokia Theatre in Los Angeles.

[citation needed] On June 5, 2013, Jason Aldean co-hosted the 2013 CMT Music Awards with actress Kristen Bell.

This song would serve as the lead single off his sixth studio album Old Boots, New Dirt, which was released on October 7, 2014.

1 on the Country Airplay chart in July 2015. also performed CMT Crossroads with Bob Seger song called "Turn the Page".

Jason Aldean is one of only three artists to achieve RIAA platinum sales certification on an album released this year.

[17] In July 2016 it was announced that the seventh regular studio album, They Don't Know, was set for release on September 9 of that year.

Again produced by Michael Knox, the album was preceded by the single "Lights Come On", released to country radio on April 1, 2016.

[citation needed] In March 2017, Aldean announced that he is working on his eighth album,[19] titled Rearview Town, which was released on April 13, 2018.

[21] On October 1, 2017, Aldean had just begun performing "When She Says Baby" at the Route 91 Harvest music festival on the Las Vegas Strip in Paradise, Nevada, when Stephen Paddock began firing into the crowd from the 32nd floor of the Mandalay Bay Resort.

[22][23] Aldean and his band managed to exit the stage unharmed, but 60 concertgoers died and 867 others were injured during the incident.

[24][25][26][27][28] On October 7, Aldean opened Saturday Night Live with words of support for those hurting in the aftermath of the shooting, saying that "we witnessed one of the worst tragedies in American history.

[39] Its music video was released on July 14, generating controversy for invoking imagery related to the 2020 George Floyd protests while being filmed in front of the Maury County courthouse, the site of a 1946 race riot and a 1927 lynching of a Black man.

[43][44][45] Amid the controversy, the song debuted at number two on the Billboard Hot 100, Aldean's best chart performance of his career.

[50] Aldean and Kerr began dating and made their first public appearance as a couple at the 2014 CMT Awards.

[57] In August 2022, Brittany Aldean posted an Instagram video in which she stated, "I'd really like to thank my parents for not changing my gender when I went through my tomboy phase.

[60] Aldean owns part of a hunting company, Buck Commander, in partnership with former Major League Baseball (MLB) players Adam LaRoche, Ryan Langerhans, and Tom Martin; Willie Robertson of Duck Dynasty; and fellow country singers Luke Bryan and Tyler Farr.

While Aldean was performing at the Route 91 Harvest, a gunman, later identified as Stephen Paddock, began shooting into the crowd of concertgoers, killing 60 people and injuring approximately 800.

Aldean has supported raising awareness for breast cancer research since 2004, after losing a close friend to the disease.