Kenny Chesney’s journey to Country Music star has been hard on his relationships as we look back on his divorce from Renee Zellweger and his dedication to touring and his music career. Country music hit-maker Kenny Chesney understands the power of great songs to connect people to their own lives. This is a key reason that he holds the record for Billboard’s Most Career Country #1 hits. At 56 years old, Chesney has recorded 20 studio albums, produced more than 40 Top 10 singles on the US Billboard Hot Country Songs and Country Airplay charts. Many of his songs have also charted within the Top 40 of the US Billboard Hot 100, making him one of the most successful crossover country artists ever.
Watch the video to take a closer look at Kenny’s Life journey so far and see more details below.
Kenny Chesney’s Journey to Country Music Star and Bachelorhood (Video Update)
Click the “play” button to watch Kenny Chesney’s journey to country music superstar and his struggle to settle down and find his soulmate. . .
Kenny Chesney’s Journey: Childhood
As a child, Kenny Chesney wanted to grow up to be a star athlete— but his 5’8″ frame caused him to turn to music during high school instead. His mother (pictured below) bought him his first guitar. Chesney used to play football in high school and practiced with the New Orleans Saints as a one-day free agent. When his music career took off, he made sure to include his sport interests in some of his songwriting. “The Boys of Fall” became a No. 1 single, and the singer has also produced a football film for ESPN. Kenny’s high school days at Gibbs High School. he was a multi-sport athlete, playing both baseball and football.
Kenny Chesney’s Journey: Prior Marriage with actress Renée Zellweger
The couple had a whirlwind romance, marriage and then annulment in less than one year. After just four months of marriage, it was over. Their marriage was annulled and the two went their separate ways. Fraud was sited as the reason for the annulment. During a televised interview on 60 minutes with Anderson Cooper, Chesney said that he and Zellweger jointly decided on the “fraud” option, believing it was less harmful than the other options of bigamy, insanity, or force. Chesney claims, “The only fraud that was committed was me thinking that I knew what it was like…that I really understood what it was like to be married, I really didn’t.” Zellweger issued a statement clarifying that the term “fraud” was “simply legal language and not a reflection of Kenny’s character.” Chesney has no regrets about their relationship. He told E! News, “I loved her, you know? It was real.”
Since the split with Renee, Kenny has dated several people including Amy Colley and Mary Nolan. He currently remains fairly private about his relationships and it is unclear if Mary Nolan is a serious relationship that will move to the next level.
Kenny enjoys spending time on his Yacht. His current boat is featured in his music video for “Come Over”). His current Yacht is a Riva Domino that has a size range of 86′ – 92′. The boat is a sleek stunner in the music video and a new version of this boat fully loaded is over $6M. Below is an image of Kenny’s Riva Yacht and we can understand why he likes to escape to cruising on his boat.
Kenny Chesney has been named 2020’s Country Radio Broadcasters (CRB) Artist Humanitarian Award recipient. Chesney’s charitable work is far-reaching and approached in a quiet manner. His Love for Love City Foundation helped spearhead the rebuilding of St. John, following the devastation of Hurricanes Irma and Maria in 2017. In addition to humanitarian aid and working with local teams to facilitate physical clean-up and rebuilding, he and his core staff worked to rescue and relocate 2,000+ displaced animals of St. Thomas and St. John to several no-kill shelters and loving families in the United States. All proceeds from his Songs for the Saints album, which featured Ziggy Marley, Jimmy Buffett, and Mindy Smith, went to the Love for Love City Foundation. Raising over $1.1 million to date, Songs continues to generate funds for St. John’s ongoing reconstruction work. Chesney also filled the St. John School for the Arts with a bounty of musical instruments, to inspire the children to go to school and be creative as they recovered from the disaster.
Seeing the bombing at the Boston Marathon, Chesney again embraced action. Working with the Boston Medical Center, he created the Spread the Love Fund to benefit amputee survivors, by selling special edition t-shirts as well as creating a place for donations, including turning a “Good Morning America” Summer Concert appearance into a fundraising opportunity. To date, Spread the Love has accrued over two million dollars – and the beneficiaries, as well as first responders, can often be seen at Chesney’s Gillette Stadium shows.
His ongoing commitment to ocean habitat conservation as a whole extends from his years spent on the water. No Shoes Reefs has helped rebuild coral reefs in Jacksonville, FL, as well as supported other local ocean ecology efforts around Florida and the Gulf Coast.
2025 Residency at Las Vegas Sphere
Country music superstar Kenny Chesney is set to headline a residency at Las Vegas’ Sphere in 2025, marking the first time a country artist will perform at this state-of-the-art venue. The residency, titled “Kenny Chesney Live at Sphere Las Vegas,” will feature 12 shows running from May 22 through June 14, 2025. Chesney aims to provide an immersive experience for his fans by leveraging the Sphere’s advanced 4D technology and cutting-edge sound system, which includes 167,000 individual speakers and a 160,000-square-foot wraparound screen delivering over 171 million pixels. Tickets for the residency go on sale to the general public on January 31, 2025, at 10 a.m. PT via his official website. VIP packages, offering premium seating and exclusive access to fan experiences, are available through Vibee. This residency follows the release of Chesney’s 20th studio album, “Born,” in March 2024, which features a mix of energetic anthems and heartfelt ballads.
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