Stephen Lynch

BIOGRAPHy

Stephen Lynch looks like the “boy next door,” but don’t let his clean-cut innocence fool you. Stephen Lynch is really a twisted songwriter who composes and sings dark ballads about temptations of a Catholic priest, dead girlfriends and gerbils. Lynch’s comedy routine consists of perversely hilarious songs – not the stuff of everyday conversations. With the lull of soulful melodies and honeyed vocals, Lynch packages these controversial ballads into the context of a pretty little song. He gained great national exposure with his “Comedy Central Presents” special in 2000, one of the highest rated in the network’s history. As a result of the duality of his act, Lynch turned heads in the music industry as well as on the comedy circuit. He attracted extra attention usually not available to comics by playing venues more often suited to music than to comedy. His debut album, “A Little Bit Special,” was released in 2000 and it reached #13 on the Billboard Comedy Albums chart. A live album, “Superhero,” followed in 2003. It was recorded at four different comedy clubs in New York and New Jersey in the spring of 2002. A second live album, “The Craig Machine,” was issued in 2005. It debuted at #2 on the Billboard Comedy Albums chart. Lynch starred in his second “Comedy Central Presents” special in January 2008. Lynch’s third album, “3 Balloons,” was released in 2009. The album became his second consecutive #2 hit on the Billboard Comedy Albums chart.

Career Path

2000Filmed 'Comedy Central Presents', one of the highest-rated specials in the network's history, while simultaneously releasing his debut album 'A Little Bit Special', which reached No. 13 on the Billboard Comedy Albums chart.
2002Released the live album 'Superhero', recorded across four comedy clubs in New York and New Jersey, broadening his reach into music-focused venues rarely available to stand-up comics.
2005'The Craig Machine' debuted at No. 2 on the Billboard Comedy Albums chart, his second consecutive top-two finish and confirmation of a rare crossover audience spanning comedy clubs and music halls.
2006Starred as Robbie Hart at the Al Hirschfeld Theatre in 'The Wedding Singer' on Broadway, earning a Tony Award nomination for Best Actor in a Musical.
2008Headlined a second 'Comedy Central Presents' special, extending his national television platform and introducing his darkly comic songwriting to a new generation of fans.
2009Released '3 Balloons', which climbed to No. 2 on the Billboard Comedy Albums chart, his third consecutive top-three debut, showcasing songs about temptations, dead girlfriends, and absurdist everyday life.
2019Released 'My Old Heart', blending studio and live recordings in a folkier direction that rewarded longtime fans while attracting new listeners drawn to his honeyed vocals.
2021Launched 'The Time Machine Tour', a nationwide fall run reintroducing his catalog of twisted ballads to live audiences following the extended pandemic pause.
2025Announced a new album and hit the road with 'The Me Tour', with dates running through late 2025 and into 2026 across Dallas, Houston, Nashville, Chicago, Boston, and Philadelphia.

Book Stephen Lynch | Request A Quote

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

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.