When the star goes on tour, he doesn’t leave a single thing to chance. He hires someone for every possible job you can imagine, to make sure that everything goes as smoothly as possible. But it can get incredibly expensive bringing over 100 people with you on every tour, although the star doesn’t mind footing the bill. Chesney has expressed how much he loves his life on the road, though, and says he wouldn’t trade it for anything (except maybe a chance to be a pro baseball player).
His crew basically forms a fleet on the tour, filling up dozens of busses at least. Chesney himself is usually on his private jet, whenever possible – a jet that he actually donated to some of his neighbors from St. Johns to escape hurricane Irma when it struck and devastated the little island community.
He’s Got a Liquor Line
It’s not unusual for celebrities to have different types of endorsement deals, where they lend their name to a product, so it flies off the shelves. But when Kenny decided that he wanted to have his own line of rum, he actually created one. The brand, Blue Chair Bay Rum, was designed by the star in pretty much every aspect, from the actual ingredients themselves to the appearance of the bright-green bottles.
The website even has several personalized recipes to make drinks that Chesney would drink himself, right in the comfort of your own home. It does seem fitting that the star, who likes to party and get his drink on. He often sings about his love of alcohol, like in his song Ten with a Two he sings, “last night downtown I was drinking booze like it was going out of style.”
If He Falls, He Gets Back Up
Chesney’s “down home country boy” act makes him seem a little rough and tumble, but that image may not be so far off from what he’s really like, after all. During one performance at a concert in South Carolina, there was an equipment accident that caused the singer's foot to get caught between one of the lifts and the actual stage. Luckily, he got himself free in less than a minute.
He got right back to show and didn’t hold back a bit, regardless of the fact that he was limping and “obviously injured.” The singer is known to be a workaholic, so he obviously wasn’t about to let one little slipup get in the way of him entertaining his fans.
He’s Got a Big Heart
Even though Kenny may give off the impression that he’s this carefree playboy, he’s really got a huge heart, which shines through in his philanthropic endeavors. He supports a number of charities around the world, including Kids Wish Network, The National Parks Conservation Association, and MusiCares. He’s also been known for immensely helping out victims of hurricane Irma (among other major storms), and even filled his home in the U.S Virgin Islands up with people who needed a place to stay through the brunt of it.
He also established a non-profit for victims of the Boston bombing, the Spread the Love fund, which helped to raise money to cover medical bills for victims. Chesney has also saved numerous lives by finding bone marrow matches through holding pop-up, cheek swab donor match tests at his concerts.
Music is His Passion
They say follow your passion, and Kenny has definitely done just that. You can tell how much he loves what he does through his actions both on and off stage. He has often been called a perfectionist and workaholic when it comes to his music, but that’s because he cares a lot about all that he puts out there for his fans. Although some of his songs may seem a bit sad, it’s just because he uses his songwriting as a way to express himself and let out his feelings before they overwhelm him.
While some people may not be able to imagine a life on the road without a marriage or picket fence, that’s exactly the way Chesney prefers things. In fact, he’s said that he would probably be very unhappy if he had to live a “normal” life.