Celebrity Entertainment Booking Agent - Headline Entertainment
Book Now!

Ruperto Vanderpool

Book Now!

BIOGRAPHy

Comedian-Actor Ruperto Vanderpool is on the cusp of greatness. Just getting off the run of the award winning Off-Broadway Hit “La Barberia,” the native New Yorker of Dominican extraction is a natural comedian with an international appeal and flair. As a stand-up comedian, the boisterous Ruperto has appeared on Martin Lawrence Presents The 1st Amendment Stand Up on The STARZ Network, BET’s Comic View, It’s ShowTime at the Apollo, Comics Unleashed with Byron Allen, SiTV’s Latino 101 and was personally selected by P. Diddy to be the only Hispanic to perform for HBO Bad Boys of Comedy Season 2. His film credits include: co-starring with Queen Latifah in the Lions Gate Film The Cookout, Carlitoʼs Way (Rise to Power) and a memorable role in the Latino cult-classic EL Vacilon: The Movie. Ruperto also won the 1st Annual American Latino Award for “Favorite American Latino Comedian” and was the Recipient of the “El Awards” from El Diario La Prensa.

Career Path

Book Ruperto Vanderpool | Request A Quote

  • 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

Sarah W.
New York, NY
“I want to once again extend my thanks for your wonderful performances at the Museum of Jewish Heritage Best Emerging Artists program. We are so happy that we could bring your talents to the event and are proud to showcase such gifted artists.”
Temple Emunah Brotherhood
Lexinton, MA
“Thank you for the fine show you presented. We were a group ranging from 35 to almost 80 years old and the jokes were appropriate for our audience and in good taste. Audience participation was encouraged and this made the evening special. We look forward to your return for our next Temple Comedy Night!”
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!”
Belle Haven Country Club
Alexandria, VA
“Thanks again for a job well done last Friday night. Our Entertainment Committee meets tonight, and the ‘Czar’ has already let me know that he wants to schedule another comedy night at our counry club for next year!”
Jessica B.
Princeton, NJ
“Thank you for sending comedian Dan Naturman to perform at our agent appreciation party. He went the extra mile to personalize his jokes which made the show even more special. Thank you for coordinating his appearance as well. You are both true pros!”
Jeff B.
West Chester, PA
“Unbelievable show last night – both Brad and Joe were amazing. Everyone loved it… Thank you for everything!”
Nick F.
Manville, NJ
“Thanks again for a great show for our PBA comedy night. Both acts were great and everyone had a fantastic night.”
Lou P.
Branchburg, NJ
“Here we are days after our Company Holiday Party and I am still hearing how everyone enjoyed the comedian. The construction trade is not always east to amuse, but you hit it on the mark. We will surely pass along your info to our collegues.”
Vinetta B.
New York, NY
“What a wonderful time we had at our Christmas celebration… Thank you for being a true pro who pressed through horrid weather to get there. It was an evening of sidesplitting laughter and you were a pure pleasure to work with.”
Birchwood Country Club
Westport, CT
“Thank you so much – rave reviews!! Headline Entertainment provided great entertainment for our annual golf night! This event kicks off the golf season and Johnny Lampert was the kicker – MVP in my book!”
Chip K.
New York, NY
“I just wanted to thank you for a really remarkable performance on Saturday. It was the highlight of a truly memorable night. Thank you.”
Sabrina S.
Mt. Laurel, NJ
“Thank you for booking us Paul Reiser and making sure the event went so well. We appreciate all the time he gave us. Please pass along our heartfelt thanks for an AMAZING evening. People are still retelling his jokes. It was the perfect event!”

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.