One of the biggest country stars of the 2000s and 2010s, Kenny Chesney carved out a distinctive niche in his genre: he specialized in breezy, beach-ready fare, punctuating that easy-going style with dusty ballads and punchy rockers. It took him a little while to find his groove. He had his first country Top Ten in 1995 and spent the back half of that decade increasing his audience while honing his craft, a journey chronicled on 2000's Greatest Hits. After its release, Chesney became a genuine superstar with 2002's No Shoes, No Shirt, No Problems, a quadruple-platinum record that became the first in a long list of Billboard number one albums that ran all the way to 2020's Here and Now. During those two decades, Chesney regularly reached the top of the country singles chart with songs as varied as the mellow Uncle Kracker duet "When the Sun Goes Down," the plaintive Grace Potter duet "You and Tequila," and the rousing "American Kids." Throughout it all, Chesney racked up accolades from the Academy of Country Music and Country Music Association while remaining one of the most popular concert attractions in the United States.

Chesney was born in Knoxville in 1968 and raised in the nearby small town of Luttrell, best known as the home of Chet Atkins. He grew up listening to both country and rock & roll, but didn't get serious about music until college, when he studied marketing at East Tennessee State University. He received a guitar as a Christmas present and set about practicing, and was soon performing with the college bluegrass band. Chesney started writing songs as well and playing for tips in local venues -- most often a Mexican restaurant -- every night he could; he managed to sell 1,000 copies of a self-released demo album. After graduation in 1991, he moved to Nashville and became the resident performer at The Turf, a rough honky tonk in the city's historic district. Although he gained experience, it wasn't the sort of place where he'd be discovered, and in 1992 he moved on to a publishing deal with Acuff-Rose. From there he landed a record contract with Capricorn and released his debut album, In My Wildest Dreams, in late 1993.

Unfortunately for Chesney, Capricorn wasn't much of a country label; not only was the album underpromoted, but their country division shut down completely not long after its release. Still, it sold 100,000 copies and caught the attention of several major labels. Chesney ended up signing with RCA subsidiary BNA, which released All I Need to Know in 1995. The album gave him his first two Top Ten hits in the title track and "Fall in Love." His follow-up, 1996's Me and You, became his first album to go gold, thanks to two number two singles in the title track and "When I Close My Eyes." Released in 1997, I Will Stand was another gold-selling effort that gave Chesney his first-ever number one hit in "She's Got It All," plus another number two with "That's Why I'm Here."

His big-time breakthrough, however, came with 1999's Everywhere We Go, which sold over two million copies and spawned two number one hits with "You Had Me from Hello" and "How Forever Feels"; it also featured another Top Ten single in "What I Need to Do," and another, "She Thinks My Tractor's Sexy," that just missed. In 2000, Chesney issued his first Greatest Hits compilation, and two newly recorded songs -- "I Lost It" and "Don't Happen Twice" -- which went to number three and number one, respectively.

Greatest Hits became Chesney's second straight double-platinum release and topped the country LP chart. He followed it with the all-new No Shirt, No Shoes, No Problem in early 2002, which gave him his strongest commercial performance yet. It, too, hit number one on the country album chart and spun off four Top Ten singles in "Young," the number one "The Good Stuff," the Bill Anderson co-write "A Lot of Things Different," and "Big Star." A Christmas album plugged the gap for 2003, and he had a strong return with 2004's When the Sun Goes Down, which won in the Album of the Year category at the Country Music Awards. He repeated the win, this time as Entertainer of the Year, with Be as You Are (Songs from an Old Blue Chair).

Chesney found himself the subject of much tabloid fodder in 2005 with his surprise marriage to actress Renée Zellweger (he had composed 1999's "You Had Me from Hello" after watching Zellweger in the 1996 film Jerry Maguire). The pair split that same year, citing irreconcilable differences, and Chesney released the chart-topping The Road and the Radio in November. In the years that followed, Chesney kept busy, releasing Live: Live Those Songs Again in 2006 and Just Who I Am: Poets Pirates in 2007. In April 2010, Chesney and director Joe Thomas released the 3-D concert film Kenny Chesney: Summer in 3-D. Taken from his 2009 Sun City Carnival Tour, the film included 23 songs from six stadium shows, shot in 3-D, interspersed with interviews and home movies. A completely new studio album, Hemingway's Whiskey, named after a Guy Clark song, also appeared in 2010. His 13th studio album, Welcome to the Fishbowl, arrived in 2012.

Welcome to the Fishbowl performed respectably, debuting at number two on the Billboard 200 and generating the number one country single "Come Over," along with the Top 20 hits "Feel Like a Rock Star" and "El Cerrito Place." Following its release, Chesney's label BNA shuttered and he jumped over to Columbia Nashville, which released Life on a Rock in April 2013. The album hit number one, and the single "Pirate Flag" reached the country Top Ten. Chesney quickly followed Life on a Rock with The Big Revival. A conscious shift toward a brighter sound, The Big Revival was Chesney's liveliest work of the decade, as evidenced by its first single, "American Kids," a singalong that peaked at number two on the country chart.

Upon its September 2014 release, The Big Revival debuted at number two on Billboard's Top 200 and number one on the country chart, and it spawned three additional country Top Ten singles: "Til It's Gone," the Grace Potter duet "Wild Child," and "Save It for a Rainy Day." In the spring of 2016, Chesney returned with "Noise," the first single from Cosmic Hallelujah, the full-length album that was originally called Some Town Somewhere and scheduled for July release, but was retitled and rescheduled for October that same year. Chesney followed Cosmic Hallelujah in October 2017 with the double-disc Live in No Shoes Nation, his first live album in a decade.

Ending his contract with Sony Music Nashville, Chesney announced a move to Warner Bros. in early 2018 and in the spring of that year, issued the optimistic single "Get Along." It was the first single from Songs for the Saints, an album written as a tribute to the victims of Hurricane Irma. The album landed at number two on the Billboard 200 and topped the country chart. In July 2019, Chesney released the song "Tip of My Tongue," which he co-wrote with Ross Copperman and Ed Sheeran. The track served as the first single off his studio effort Here and Now, which arrived in 2020 and became his ninth album to reach number one on the Billboard 200. Here and Now generated three additional hits -- the number one title track, plus "Happy Does" and "Knowing You" -- before Chesney released an expanded Deluxe version of the album in 2021, featuring four new tracks. "Everyone She Knows" became the album's fifth single in 2022. ~ Stephen Thomas Erlewine & Steve Huey, Rovi