I spoke with Kevin Flynn (pictured below center with last year’s co-producer Bonnie Levison) to get an exclusive first look at the upcoming second annual Nantucket Comedy Festival, this year to run from Tuesday, July 28th through Saturday, August 1st. Anne Meara and Jerry Stiller will be back, as will Chris Matthews as a guest host.
Here’s the line up:
- Tuesday (28th): Mike Birbiglia’s “Sleepwalk with Me”
- Wednesday (29th): Ladies Night and Pre-Party at Gypsy
- Thursday (30th): Jetties Beach Big Tent Event and Pre-Show Cocktail Reception
- Friday (31st): Jetties Beach Big Tent Event and Pre-Show Cocktail Reception
- Saturday (1st): Comedy Gala and Man From Nantucket Award

This year’s Festival will feature the former head writers and comedians of “Late Night with David Letterman”, including Nantucket’s own Donick Cary (pictured at right at The Muse for the Irresistables Reunion). Worldwide Pants is a Peabody Award-winning television and film production company owned by David Letterman, pruducer of “The Late Show with David Letterman” and “The Late Late Show with Craig Ferguson”. The president and CEO is Rob Burnett, who will be also be here for “Letterman Night” in the big tent at Jetties. So too will be Jon Beckerman, who wrote NBC’s “Ed” with Rob.

Back from last year will be Mike Birbiglia, this time with his one man show, “Sleepwalk with Me”, the story of his struggle with sleepwalking. The show, written by and starring Mike, and produced by Nathan Lane, is currently playing off-Broadway, and just this week extended its run through June 7, 2009 due to high ticket demand. Time Out New York said that “his time has finally come!” and The New York Daily News said “The Manhattan comic has such an endearing, laid back persona, as well as such perfect timing, that it all threads together in a funny, touching whole.” Want a taste. Check out this performance for The Moth, available as a free podcast at TheMoth.org. Photo of Mike at left is from last year’s Festival.
There will an all new Women’s Night, with stand up comedian Wendy Liebman as part of the line up. Wendy started performing in Boston in 1984, and won the American Comedy Award for Female Stand-up Comedian of the Year in 1997. She has appeared on HBO, “The Tonight Show”, “Jimmy Kimmel Live” and “The Late Show with David Letterman”. Wendy is known for starting a joke that leads in one direction, ending the joke, but then adding a quick follow up line that changes the meaning and brings more laughs. Women’s Night will be at the Methodist Church on Wednesday night, July 29.
In place of Political Night, this year will see “A Night of Financial Humor”, hosted by Andy Serwer, editor of Fortune Magazine.
Daytime classes and day and night performances for children and by children will also be a part of the 2009 Festival – more on that as the information becomes available.
In an exclusive pre-festival performance, Tony Award winner Judith Ivey will play Ann Landers in David Rambo’s play “The Lady With All the Answers”, which will open at the Cherry Lane Theatre this fall. One night only at Bennett Hall, Sunday, July 26, a Festival warm up show. Ivey won Tonys for Best Featured Actress in a Play for “Steaming” and “Hurlyburly”. N Magazine article.
The Festival benefits The Nantucket Arts Council, the Nantucket New School, the Nantucket Community Foundation, and A Safe Place. In turn, the children’s comedy program is supported in part by the Nantucket Golf Club’s Children’s Charity Classic.
Only patron passes are available now, which will get you into everything – all performances (except for “The Lady With All the Answers”), parties, the wrap party, and various other shenanigans. The best part about that pass, something most presenters don’t allow, is that your pass is fully transferable – if you can’t make an event, you can give your pass to friend or family. Your name will also be listed in the program as a patron. The best events sold out last year, and a patron pass assures that you won’t miss anything. Information available on the website, or email Patron Liason JoAnn Gordon.