Celebrity Entertainment Booking Agent - Headline Entertainment
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Drake

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BIOGRAPHy

Aubrey “Drake” Graham is a Grammy-award nominated Canadian actor, rapper and singer. Drake shot to global fame upon the release of his critically-acclaimed 2009 mixtape So Far Gone and Best I Ever Had, which peaked at #2 on the Billboard Hot 100. Drake’s music career began in 2006 with the release of his debut mixtape, Room For Improvement. The tape featured collaborations with Trey Songz, Lupe Fiasco and Nikelus F. Comeback Season. Drake’s second official mixtape was released in 2007 and featured the single Replacement Girl. The track featured vocals from Trey Songz and received heavy rotation on MTV and BET. In 2009, Drake released his highly anticipated third mixtape, So Far Gone, to critical acclaim and commercial success. Its lead single, “Best I Ever Had,” peaked at #2 on the Billboard Hot 100 and has since been certified double platinum. This astronomical rise continued into 2010 with the release of his major label debut album, Thank Me Later. The album debuted at #1 and has been certified platinum. Drake released Nothing Was the same in 2013, and he continues to rap anywhere there’s a mic.

Career Path

1986 Born Aubrey Drake Graham in Toronto, Ontario.
2001 Began acting career as Jimmy Brooks in the TV series 'Degrassi: The Next Generation'.
2006 Released his first mixtape, 'Room for Improvement'.
2009 Signed a recording deal with Lil Wayne's Young Money Entertainment.
2010 Released his debut studio album, 'Thank Me Later'.
2012 Founded his own record label, OVO Sound.
2016 Released the highly successful album 'Views', which included hit singles like 'Hotline Bling' and 'One Dance'.
2018 Released the album 'Scorpion', featuring the hit 'God's Plan'.
2021 Released his sixth studio album, 'Certified Lover Boy'.
2022 Released his seventh studio album, 'Honestly, Nevermind'.

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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.
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  • Requests regarding TV or film projects.
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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

Tom M.
Toms River, NJ
“I just wanted to thank you guys for an outstanding performance at our fire department’s first comedy night! We got nothing but positive feedback. We look forward to working with you again. Thanks again from all the members of our fire company.”
Monika E.
Westlake Village, CA
“Thank you for getting us Chicago for our gala. They were great to work with. I totally recommend this band… Great show! And they really work the audience. It’s nice that there are still original members too.”
Frank D.
Orlando, FL
“Everyone enjoyed comedian Jeff Caldwell last Friday evening. Very funny for an ex-engineer! Do us proud on Letterman!”
Claire C.
Denver, CO
“You knocked it out of the park with Everclear for our private concert on such short notice. I told you what vibe, and genre I wanted and you presented me with a list of bands/artists to pick from and you did everything! The communication and service was nothing but top notch. I highly recommend Headline Entertainment for your next entertainment booking needs.”
CM Events
Minneapolis, MN
“Johnny, It’s been a pleasure working with you over the years on booking national talent. We appreciate your informed guidance throughout the process from contract to showtime, knowing you’ve got our back. Looking forward to our next show!”
Stuart B.
Tampa, FL
“I wanted to say THANK YOU for all your help. EVERYBODY loved the comedian you sent. He gave a great pitch for Jewish Federation at the end and he stayed around until the last guest was ushered out the door too. He is a pro in every way.”
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.”
Robin L.
Rockville, MD
“Our guests loved him and he did not disappoint. He did a lot of audience interaction and truly wowed the group. He was a home run. Thanks as always for your guidance and expertise.”
Pleasant Plains Fire Dept
Toms River, NJ
“What a show! All the acts you sent us for our firehouse comedy night were great. We also made over $4000 profit on the show which will go toward improving and maintaining our firehouse and improving our equipment. We will be calling you in the very near future to set up next year’s show.”
Rebecca T.
New Canaan, CT
“Howie Mandel was incredible and everyone is still talking about him! He exceeded all expectations!”
Clare F.
Dallas, TX
“Paul Reiser was warm, very friendly and kind, posed for photos, gave autographs both before and after his performance which was nothing short of outstanding. He was very funny, very real and connected with everyone in the audience.”
Cystic Fibrosis Foundation/CT Chapter
Wheathersfield, CT
“Thank you, thank you, thank you! We have had nothing but rave reviews from our guests about the comedians you sent us. The humor was witty, polished, and lively. Thank you for making my job entertaining, while also helping us raise over $15,000 to find a cure for cystic fibrosis!”

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.