Celebrity Entertainment Booking Agent - Headline Entertainment
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Kenny Rogers

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BIOGRAPHy

Gamble on Kenny Rogers – because he’s a sure thing! Kenny Rogers has recorded more than 58 albums which have sold more than 100 million records worldwide. In March 1999, the Recording Industry Association of America awarded Kenny the prestigious Diamond Award, celebrating sales of more than 10 million albums for his greatest hits album. As one of country’s biggest crossover successes, Kenny’s numerous accolades include four Grammys, 11 People’s Choice Awards, 18 American Music Awards, eight Academy of Country Music Awards and five Country Music Association Awards. In addition, he was named “Favorite Singer of All Time” in a PM Magazine/USA Today poll in 1986, and in 1989, readers of People Magazine voted Kenny “Favorite Male Vocalist.” Kenny spends a great deal of his time recording and performing, but he has also enjoyed a wonderfully fulfilling career as an actor and is best known worldwide for his colorful portrayal as The Gambler’s Brady Hawkes. More recently, in 2014, he dropped the album 10 Great Songs: 20th Century Masters: The Millennium Collection. Always seeking new challenges, Kenny Rogers continues to satisfy his legions of fans by touring constantly.

 

Career Path

1978Released 'The Gambler,' the title track of which became his signature song and the basis for a long-running series of CBS television movies starring Rogers as Brady Hawkes.
1980'Lady,' written by Lionel Richie and recorded for the album 'Gideon,' spent six consecutive weeks at No. 1 on the Billboard Hot 100, cementing Rogers as one of country's greatest crossover stars.
1983Recorded 'Islands in the Stream' with Dolly Parton for the album 'Eyes That See in the Dark,' a duet that topped the country charts and became one of the best-selling country singles of the decade.
1986Named 'Favorite Singer of All Time' in a PM Magazine/USA Today poll, reflecting a sustained popularity built on more than 58 albums and 100 million records sold worldwide.
1999The Recording Industry Association of America awarded Rogers the Diamond Award for his Greatest Hits album, recognizing sales exceeding ten million copies for a single title.
2013Inducted into the Country Music Hall of Fame, joining a career total that included four Grammy Awards, 18 American Music Awards, 11 People's Choice Awards, and five Country Music Association Awards.
2017Headlined 'All In for the Gambler,' his farewell concert at Nashville's Bridgestone Arena, sharing the stage one final time with Dolly Parton, Lionel Richie, Reba McEntire, and Chris Stapleton.
2020Passed away at age 81; 'CMT Giants Kenny Rogers: A Benefit for MusiCares' aired tributes from Dolly Parton, Vince Gill, and Rascal Flatts in his memory.
2021'Kenny Rogers: All In for the Gambler,' the filmed Bridgestone Arena farewell concert, broadcast on CBS and Paramount+, introducing his final performance to a new generation of viewers.
2023The posthumous album 'Life Is Like a Song,' curated by widow Wanda Rogers and featuring eight previously unreleased recordings plus a new duet with Dolly Parton, was released via UMe.

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WHAT OUR CLIENTS SAY

Bill A.
Houston, TX
“Thank you for securing Jeff Foxworthy for last night’s Gala. He was incredible and did a fantastic job with his routine and finished with a memorable testimony that tied in nicely with our mission and values.”
Susie W.
Newport, RI
“Tonight was incredible! Thank you so much for working with us. KC and the Sunshine Band is a phenomenon! Everyone had a memorable night.”
Bryant College SPB
Smithfield, RI
“Thank you so very much for sending us such a great act this week. His comedy was great and very much appreciated by all who attended, so I wanted to make sure that you knew how much we enjoyed having him without too much delay. Thanks again.”
Chere C.
Lake Worth, FL
“Thank you so much for recommending Don Felder for ou fund-raising event. He and his band put on a fabulous concert! Our guests filled the dance floor and sang along to all the Eagles’ hits he performed. We could not have been happier!”
Wendy W.
Scottsdale, AZ
“You have proven to be a true partner to me and my organization. Everyone remarked that Tom Cotter was among the best live comedians they have seen. His pre-and-post show professionalism, onstage humor and the time he spent with our attendees afterward for photos was all very much appreciated. He was a pure pleasure to work with and a comedic force to behold onstage.”
Carrie S.
Weston, CT
“Everything was GREAT. The next day at the club, everyone have had nothing but compliments on how great the comedians were!”
Jorja R.
Las Vegas, NV
“Jon Bon Jovi’s show was great and our clients were very pleased. It was a great performance and they were very nice to work with. Thank you again!”
Nick F.
Manville, NJ
“Thanks again for a great show for our PBA comedy night. Both acts were great and everyone had a fantastic night.”
Suzanne S
Frankenmuth, MI
“Both Jeff Caldwell & Eric Dittelman were hits! We heard nothing but positive comments from people. As always, you’re a pleasure to work with. Thanks again for providing us with two quality entertainers!”
Susan W.
Westerly, RI
“Tonight was incredible! Thank you so much for working with us. Everyone did a wonderful and extremely professional job. KC and the Sunshine Band is a phenomenon! Everyone had a memorable night.”
Freidman, Billings, Ramsey & Co., Inc.
Arlington, VA
“On behalf of our entire organization, I would like to thank you for providing the highlight of our annual convention… Trust me when I tell you that getting one hundred and fifty investment bankers to laugh is no small feat.”
Lisa S.
Corte Madera, CA
“Just wanted to thank you again for a great performance at corporate holiday party. Our audience loved the act and had a great time. I would be happy to recommend you to others anytime!”

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We make hiring top entertainment simple with our easy 3-step process.

01
INQUIRE

Tell us about your event,
date, and your vision
for entertainment.

02
WE HANDLE
DETAILS

We work directly with the talent’s team to negotiate
and coordinate.

03
ENJOY YOUR
EVENT

Relax and enjoy as we
ensure a seamless,
memorable experience.

WHY CHOOSE HEADLINE ENTERTAINMENT

20+

Years of industry
experience.

600+

Professional
Entertainers.

5,000+

Successful Events.

500

Trusted by Fortune
Companies.

Celebrity Entertainment Booking Agent - Headline Entertainment

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Your trusted source for America’s top corporate comedians, musical acts, and celebrity entertainment. Our philosophy is simple: deliver exceptional acts and expert guidance to make your corporate event, fundraiser, or private celebration unforgettable from start to finish.

Our discerning eye for talent, industry experience, and impeccable service sets us apart. Using long-standing entertainment industry relationships, we secure the right performers for your event at the right price. From affordable local headliners to world-famous celebrities, we ensure your next corporate meeting, gala, fundraiser, or special event becomes the success you need.

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