Celebrity Entertainment Booking Agent - Headline Entertainment
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Dan Boulger

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BIOGRAPHy

Dan Boulger began his comedy career in late 2004 only one week into his freshman year of college. Quickly becoming a favorite in the New England area, Boulger started performing nationally after winning the Boston Comedy Festival in 2006 at the age of 20. He has since received recognition form both audiences and industry alike having performed twice on CBS’ Late Late Show, Comics Unleashed with Byron Allen, Live at Gotham on AXS TV, Comedy Central, The BBC and The HBO Aspen Comedy Festival. He has appeared on several high profile college tours such as the Comedy Central Live and College Humor Live tours and has been able to be the supporting act for many famous comedians including Bill Burr, Louis CK, Dennis Miller and Zach Galifianakis.

Career Path

2004Launched his stand-up career one week into his freshman year of college, quickly becoming a fixture on the New England circuit.
2006Won the Boston Comedy Festival at age 20, earning national attention and opening doors to club bookings across the country.
2008Made the first of multiple appearances on CBS's 'The Late Late Show with Craig Ferguson', cementing his television credentials.
2010Taped 'Live at Gotham' for AXS TV, joining a roster of nationally recognized headliners on the prestige showcase.
2012Performed on 'The Late Show with David Letterman', one of the most coveted spots in American stand-up.
2015Appeared on Comedy Central and toured with the Comedy Central Live college tour, sharing bills with acts like Bill Burr and Zach Galifianakis.
2018Released the hour-long special 'Dan Boulger: Not For Everyone' on Amazon, his first full-length recorded set available nationally.
2024Headlined Popcorn Comedy at the Somerville Theatre in Boston, drawing on his reputation as New England's top working headliner.
2025Featured at the Rogue Island Comedy Festival at Greenvale Vineyards alongside a curated lineup of regional standouts.
2026Performing an active club circuit run with dates at venues including The White Bull Tavern Comedy Club in Boston.

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WHAT OUR CLIENTS SAY

Frank D.
Orlando, FL
“Everyone enjoyed comedian Jeff Caldwell last Friday evening. Very funny for an ex-engineer! Do us proud on Letterman!”
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.”
Small Ventures USA
Houston, TX
“The show last week with Natalie Merchant went great. 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!!”
Valarie W.
Houston, TX
“I’d like to express my appreciation for Eric Dittelman’s performance for our United Way luncheon. He was a true professional. Employees are still commenting on how funny and amazing he was. I will definitely be referring him to others.”
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!”
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!”
New York State Community Action Assoc.
Albany, NY
“You were a key part in the success of our conference. Thank you very much for a job well done. We look forward to working with you again!”
Shonie L.
Philadelphia, PA
“We enjoyed an amazing event with Cory Kahaney. She was outstanding! The feedback has been overwhelming. Cory knew exactly how to engage and involve everyone.”
Rick S.
Northford, CT
“Tom Cotter was awesome and killed it. Not to mention such a nice guy and a pleasure to work with. Thanks for everything. Hope to work with him again very soon!”
Jeff H
Alpharetta. GA
“Thank you so much for landing Russell Peters for our meeting. He was amazing and, thanks to you, everything went perfectly. I have worked with others in the past scheduling talent for our meetings, but you were the best, by far. I look forward to working with you again. FIVE STARS!”
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!”
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.”

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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+

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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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