Celebrity Entertainment Booking Agent - Headline Entertainment
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Winston Hodges

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BIOGRAPHy

Winston Hodges

Winston Hodges is a DC based comedian by way of the middle of nowhere. Winston has toured the country headlining and opening for comedians such as Fortune Feimster, and Derrick Stroup, all while showcasing his signature combination of southern charm and edgy wit. He has been featured on “Don’t Tell Comedy’s Secret Sets” and was a finalist on Kevin Hart’s “Funny AF” on Netflix. His self produced award winning special Grieving Productively is available on YouTube. Don’t miss the chance to see this funny man in action!

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 888.552.6737.

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

We typically respond within 24 hours

WHAT OUR CLIENTS SAY

Karen L.
Overland Park, KS
“Our group loved Eric Dittelman’s performance; it was something so different from our usual entertainment. He is a delight to work with; which is really nice as well. Thanks for all your help in making it happen!”
The Bijou Theater
Bridgeport, CT
“Worth every penny. The audience loved it. We laughed until our stomachs hurt. Great to work with on all level. I highly recommend Headline Entertainment.”
Joel A.
Las Vegas, NV
On behalf of NBBI, I wanted to extend my gratitude for the entertainment Colin Mochrie and Brad Sherwood provided Wednesday night. They were the talk of the night and theiir improvisational comedy left a lasting happy memory on all our attendees and helped to make our General Meeting banquet a success and enjoyable for everyone involved!”
Shelly F.
Conshohocke, PA
“I have to tell you we LOVED Eric Dittelman! He is just so incredible and could not have been any nicer! I would highly recommend him to anyone – a home run on every level and my people will be scratching their heads for a very long time! Fantastic show! Thank you!”
Elaine P.
New York, NY
“Johnny, both Pink Martini and Storm Large did a great job! We were very pleased. Thanks for all of your help.”
Malachi L.
Jamestown, NY
“We couldn’t be happier with Tom Cotter’s involvement. His show was honestly the best out of the whole festival. I haven’t heard so much laughter from an audience before – kudos!”
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.”
Palace Theater
Stamford, CT
“Please thank Gladys Knight for an incredible show Everyone, without a single exception has said that Saturday was the most incredible show we have ever presented, and Ms. Knight’s voice is really without equal. We’ve always managed to step it up a notch from year to year, but this coming year will likely be the first time we break that streak. Many thanks again and God bless.”
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!”
Lynne K.
Trenton, NJ
“Thank you and Tom Cotter so much for making our event a great success. Your pick was excellent! Tom was an absolute delight to work with. Everyone loved him. Absolutely perfect! Thank you both so much!”
Megan S.
Houston, TX
“The show last week went great with Natalie Merchant. It was a rousing success. Thanks for your help in booking her. Hopefully we will have a reason to work with you again for the next milestone!!”
Christi W.
Alpharetta, GA
“Everything went great with Easton Corbin at our event! Thanks so much!”

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.