Home Entertainment Kenny Chesney reveals why he asked Taylor Swift for his money back after cutting her from his tour

Kenny Chesney reveals why he asked Taylor Swift for his money back after cutting her from his tour

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Kenny Chesney has supported Taylor Swift since her early days in the music business (pictured in Nashville in November 2023)

Kenny Chesney has supported Taylor Swift since her early days in the music business.

In 2007, Swift, 35, who is reportedly in talks with officials in Shanghai about possible new performances, was due to attend an opening act on her Flip Flop Summer Tour, but when a beer company signed up to sponsor her, She Thinks My Tractor’s The sexy singer, 56, had to remove the Our Song artist from the lineup.

Chesney gave the artist, then 17 years old, a generous severance package to make up for the disappointment.

“I felt terrible because I was going to lose some money,” she told Jimmy Fallon Thursday night on tonight’s show. “I wanted to make it up to her.”

The Cruel Summer singer had referred to that particular act of generosity in her Time 2023 Person of the Year interview.

“I had to call Taylor and tell her she couldn’t go on tour with me,” the singer explained, adding, “which seems absurd now, right?” he said, making a veiled reference to Swift’s multi-platinum albums and the recent $2 billion Eras tour payday.

. In 2007, the country singer had to exclude the budding singer from his tour due to sponsorship from a beer company, but gave her a generous severance package (pictured in Nashville in June 2007).

Kenny Chesney has supported Taylor Swift since her early days in the music business. In 2007, the country singer had to exclude the budding singer from his tour due to sponsorship from a beer company, but gave her a generous severance package.

“I told her, ‘Look, I feel terrible,’ because she was going to lose some money, and I gave her a specific amount of money,” he said.

“It was quite a bit of money… because I wanted to make it up to her, right?”

In 2009, “we were both nominated for CMA Entertainer of the Year,” he explained, “that’s how good she was,” he said, adding, “Well, she won.”

The Summertime singer said it was when the two met backstage that he jokingly asked for a refund.

“I went up to her and gave her a big hug. I said, “Congratulations, but give me my money back.”

“I knew she had something,” Chesney said when Fallon asked if he realized back then that Swift was destined for greatness.

‘I knew she was very motivated. I knew she was a very good songwriter,” and I explained that no one knew at the time “that a person really has the ability to touch the world like Taylor does.”

Chesney has committed to beginning a residency at Sphere in Las Vegas starting in May.

Swift, now 35, had hinted at the story in her 2023 Time Person of the Year interview.

Swift, now 35, had hinted at the story in her 2023 Time Person of the Year interview.

Chesney elaborated on the story during an appearance on The Tonight Show Starring Jimmy Kimmel on Thursday night. 'I said, "Look, I feel terrible," because I was going to lose some money, and… it was a lot of money…. because I wanted to make it up to her, right?

Chesney elaborated on the story during an appearance on The Tonight Show Starring Jimmy Kimmel on Thursday night. ‘I told her, ‘Look, I feel terrible,’ because she was going to lose some money, and… it was a lot of money… because I wanted to make it up to her, right?’

In 2009, Swift won CMA Entertainer of the Year, breaking Chesney's three-year streak (pictured in Nashville in November 2009).

In 2009, Swift won CMA Entertainer of the Year, breaking Chesney’s three-year streak (pictured in Nashville in November 2009).

Chesney joked that when he met Swift backstage,

Chesney joked that when he met Swift backstage, “I walked up to her and gave her a big hug.” I said, ‘Congratulations, but give me my money back’ (pictured in Nashville in March 2015)

Chesney said Swift had

Chesney said Swift had “something.” I knew she was very motivated. I knew she was a very good songwriter,” explaining that no one knew at the time “that a person really has the ability to touch the world like Taylor does” (pictured in London in August 2024).

Chesney revealed that he was currently rehearsing for his residency at the Sphere in Las Vegas starting Memorial Day weekend. Tickets would go on sale on January 21.

Chesney revealed that he was currently rehearsing for his residency at the Sphere in Las Vegas starting Memorial Day weekend. Tickets would go on sale on January 21.

“I’ve never done a residency in Vegas,” the hitmaker said. “But this is something unique and different for me.”

The Billboard Music Award winner said he felt the venue would offer a “shared moment” for him and the audience, although he has yet to see a show there.

‘We are already in rehearsals. We’re going to be rehearsing. There’s a lot to gather.’

According to Cheney’s social media, tickets will go on sale next week and the first shows will begin over Memorial Day weekend.

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