Celebrity Entertainment Booking Agent - Headline Entertainment
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Kevin Downey, Jr.

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BIOGRAPHy

Comedian Kevin Downey, Jr. is one of America’s funniest comedians headlining America’s best comedy clubs including The Comedy Stop at the Tropicana Hotel and Casino in Las Vegas and Atlantic City. He can be heard on The Bob and Tom Show, SiriusXM Satellite radio regularly. He’s been on Comedy Central, What Not to Wear and Queer Eye for the Straight Guy where he got a much needed haircut. He writes a column called, “Drinking on $11 a Night”, which can be read in Bachelor Pad Magazine, GC magazine, at usedwigs.com and drinkingon11.com. Kevin’s song, “Secret Garden of Dirty Little Whores, (who think they’re better than me)”, can be heard on college and traditional radio stations throughout the country. He has a nationally released DVD called, “I’m not Gay, but Dont Stop” which can be found on Amazon and Netflix. Kevin is currently a contestant on NBC’s America’s Got Talent, so vote for him! Also, please note that Kevin is not related to Robert Downey, Jr.

Career Path

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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).

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WHAT OUR CLIENTS SAY

Bethany A.
Topeka, KS
“Jay Leno knocked his performance out of the park!! The meet and greet worked great and people seemed to enjoy it. Super nice guy and so easy to work with. Thanks again for all your help!”
Sinai Free Synagogue
Mt. Vernon, NY
“Thanks so much for a terrific show at our synagogue last weekend. Everyone thoroughly enjoyed it and there’s already talk about planning our next show with you. There had been some skeptics who thought a comedy night wouldn’t work at our temple, but your great acts won them all over. Thanks again. We’ll be in touch to plan our next Sinai Free Synagogue Comedy Night.”
Phyllis M.
Paramus, NJ
“As always, our Comedy Night was a huge success! We had 250 people and I heard nothing but raves about the comedians. All three were very funny, so thanks again for hooking us up with great talent. Feel free to use me as a reference anytime.”
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.”
Metropolis Country Club
White Plains, NY
“Both comedians you sent were great – total pros. Our members were very happy. Always great working with with you!”
Casey F.
Davidson, NC
“Everything went great with The Clairvoyants. They were amazing!”
Lakewood Country Club
Rockville, MD
“On behalf of our membership and the management team I would like to thank you for the great show last Friday. We appreciate the extra time the headliner spent on his portion of the performance – realizing that the crowd was very much with him and enjoying the shtick. We are in the process of putting next year’s calendar together and we will be reaching out to secure your talents.”
Cathy R.
Scarsdale, NY
I wanted to send a Thank you to Piff the Magic Dragon. He performed at my son s Bar Mitzvah Saturday and he was a big Hit! Everyone enjoyed the show – the kids as well as the adult . He was very funny and very accomodating – We couldn’t be happier!”
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.”
Karen S.
Miami Beach, FL
“Thank you for everything you did to help make our Comedy Night event at our JCC a huge success. Cory Kahaney was a great choice for our crowd! She was a pleasure to work with and the audience loved her. We would highly recommend anyone looking for a comedian to work with Headline Entertainment. Looking forward to doing it again next year!”
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.”
Amy C.
Gladstone, NJ
“Just a thank you for the great comedy night you provided the golf club with last evening. I received several messages from members this morning that said they laughed their heads off. Many thanks to you for the great recommendations.”

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

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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.

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