Highlights
- Kenny Chesney's kind gesture helped Taylor Swift fulfill her dreams when sponsorship issues prevented her from joining his tour.
- Thanks to Kenny Chesney's generosity, Taylor received a check that allowed her to pay her band and cover tour expenses.
- The country star always knew Taylor would succeed but was moved by the impact his gesture had on her career, praising her creativity and talent.
Taylor Swift's rise to fame is a story of talent and hard work, but few know that a little help from Kenny Chesney went a long way. When she was just 17, the country star did her a big favor which she remembers to this day because of the impact it had on her career. She recalled it when she was being interviewed as TIME's Person of the Year, and Kenny Chesney was surprised to read how much he'd impacted her.
RelatedTaylor Swift And Toby Keith's Actual Relationship Was Downright Mysterious
How well did beloved pop star Taylor Swift and the late Toby Keith, who passed away from cancer in February 2024, know each other?The country singer spoke about how much he appreciates Taylor Swift, and admitted that, while he always knew she had a bright future ahead of her, he could never have imagined what a huge star she would turn out to be. He also reflected on the moments they spent together and how much it meant for both of them.
How Kenny Chesney 'Fueled' Taylor Swift's Dreams With This Gesture
Taylor Swift is probably the most popular artist in the world right now, but she didn't always know she would end up where she is right now. Her love for music started at a very young age, and by the time she was 17, she was ready to go on tour.
Of course, it's not that simple to plan a tour when the singer is underage. In 2007, she was supposed to join Kenny Chesney on his Flip-Flop Summer Tour as an opening act. However, when a beer company became the sponsor of the tour, she was no longer able to participate due to being underage.
It was not her fault or Kenny Chesney's, but she was heartbroken nonetheless. "I was devastated," the pop star said.
Luckily, not all was lost. When the country star found out that Taylor had been removed from the tour, he wanted to make her feel better, and he sent her a note saying "I'm sorry that you couldn’t come on the tour, so I wanted to make it up to you," Taylor Swift shared. Alongside the note, Kenny had sent a check "for more money than I'd ever seen in my life. I was able to pay my band bonuses. I was able to pay for my tour buses. I was able to fuel my dreams."
Kenny Chesney Always Knew Taylor Swift Would Make It, But He Didn't Know How Big She'd Get
Kenny Chesney was moved when he read how much his sweet gesture meant to her. "I was stunned she remembered it," he admitted. He texted her after he read her interview in TIME to thank her for the love, and he was glad to see what he did had such a big impact on her.
"To see what she did with that and the person she is now and the artist she is now and the creator that she is now – it is unbelievable what she has become. I love Taylor. She has such a creative soul and that’s where all of this started," he said about her.
RelatedTravis Kelce Rates Different Crowds From Taylor Swift's Eras Tour Concerts
When talking about the shows he attended, Travis Kelce had this to say about Taylor Swift's audiences.He also said that he always knew Taylor Swift would get far, but he couldn't imagine just how much.
"I saw that early, but I didn’t know it would turn into this. When she couldn’t do our tour and then she surprised me at a couple of shows and came onstage to sing with me, I saw that look in her eyes that you can’t teach. I told my promoter, 'This child is going to be something one day.' But who can look into a crystal ball and know she would help bring the world together?"
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