Celebrity Entertainment Booking Agent - Headline Entertainment
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Usher

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BIOGRAPHy

To date, Usher has certified sales of over 65 million records worldwide. He has won numerous awards, including seven Grammy Awards, four World Music Awards, six American Music Awards, and nineteen Billboard Music Awards. In 2008, Usher was ranked as the 21st most successful Hot 100 Singles Artist of all-time by Billboard magazine. The RIAA ranks Usher as one of the best-selling artists in American music history, having sold over 23 million copies in the United States alone. Billboard Magazine ranked Usher the #1 Hot 100 artist of the 2000s decade. They also named him the second most successful artist of the 2000s decade, and his 2004 album “Confessions” was ranked as the top solo album and second most successful overall album of the last decade. Usher has attained nine Hot 100 #1 hits (all as a lead artist) and has attained 16 hot 100 Top 10 hits.

Career Path

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  • Important: To ensure our response to your inquiry, we ask that you please take a moment to read the following:

This site is designed for talent buyers interested in contracting artists for live performance at corporate, private functions and special events. Please be aware that all our contracts require pre-show secured financial commitments (binders and/or deposits).

We also regret that for legal and contractual reason we cannot respond to inquiries related to any of the following:

  • Requests for artist to play at non-paying fundraisers.
  • Requests to fwd. messages or for contact information.
  • Invitations to appear to accept awards, donate items for auctions, etc.
  • Requests for print, radio or TV interviews.
  • Upcoming public appearances of artist on the site.
  • Requests regarding TV or film projects.
  • Requests to forward jokes, songs, lyrics, etc.

In order for us to best understand your needs, we appreciate initial contact to be through the form below. If you prefer to speak with someone or your inquiry requires more immediate attention, please call us at 888.5526737.

Regular office hours are Monday–Friday, 10:00 AM – 7:00 PM (EST).

We typically respond within 24 hours

WHAT OUR CLIENTS SAY

Meg J.
Newton, MA
“Thanks for adding such a wonderful dynamic to our Leukemia Comedy Night Fundraiser. You provided 300+ guests with the world’s best medicine – laughter. From a business standpoint, you were a pleasure too; responsive, professional and accommodating.”
Jess C.
Toronto, ON
“Just wanted to say thanks so much for all your help and hard work in getting Boyz II Men to perform at our annual fundraising event. They were amazing and had our guests on their feet the entire time. It was an absolute pleasure to work with you and I hope we can work together in the future.”
Temple Beth Shalom
Livingston, NJ
“Thank you again for helping to make our annual Comedy Night program a huge success. The three comedians you recommended each had a different style – and each went over big with our sold out crowd of over 400. We look forward to working with you and the Headline Entertainment team on our next Comedy Night program.”
Gary W.
Tampa, FL
“Lee Dewyze far exceeded my expectations! First and foremost, he was gracious and humble. He connected with the small group in a very personal way. He performed songs from his new album and did some unbelievable covers. His voice is incredible. My friends are still talking about how much they enjoyed his performance. Thank you very much for recommending him!”
Katie H.
San Diego, CA
“Tom Cotter was wonderful. I do not think we could possible top him for next year!”
Brenda M.
Chicago IL
“Thank you for sending us Jeff Caldwell to entertain at our event. He was hilariously funny. I loved that his material was clean and that he did his homework to include several jokes that were pertinent to Chicago. I would highly recommend him.”
Sarah Z.
New York, NY
“The evening went great! I received so many compliments on The Mahoney Brothers. No only were they a pleasure to deal with – they were great performers and fun! You totally led us in the right direction. We shall work together again!”
Muhlenburg College
Allentown, PA
“I wanted to take this opportunity to thank you for sending us another great act to perform at Muhlenberg. Not only did we draw a crowd into the venue, but they all laughed their heads off as well!”
Lara S.
New York, NY
“Just wanted to touch base again and say that everyone at our event enjoyed Modi’s performance so much! The whole room was laughing throughout the evening. Was a pleasure working with you!”
Carpet One
St. Louis, MO
I wanted to let you that Howie Mandel was a hit. You were right he is one quick witted comedian and a total professional – easy to work with. He probably improvised the first third of his act, interacting with the audience. The clients were completely entertained, the audience roared for almost an hour. I was amazed how quickly he won over the audience. It was a hoot. The engagement could not have been better, I appreciate all of your help and guidance.”
Stuart G.
Norwalk, CT
“A quick note to let you know our comedy night was a smashing success attracting a larger crowd than we have seen in some time. The professionalism exhibited by both you and the acts was very much appreciated.”
Steven K.
Bronx, NY
“I can’t tell you how much I appreciate you sending Johnny Lampert to our company holiday party. Beyond his material, I am still blown how he so smoothly took control of the room and came up with great stuff on the fly. Rave reviews from everyone.”

HOW BOOKING WORKS

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

PREMIER BOOKING AGENCY FOR CELEBRITY TALENT

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.

Ready to book your perfect entertainment? Contact us today for a personalized quote.