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Sweeney was born in Charlestown, a section of Boston. His Boston accent and idiosyncratic mannerisms are trademarks of his stand-up act, headlining at top comedy clubs across the country, including Caroline's Comedy Club in New York City.
A graduate of Charlestown High School, he earned a BA in Theatre Arts at the University of Massachusetts (1974) and an MFA from the University of Southern California.
During the early '70s, a small group of Boston 'would-be' comedians joined together in a back street Chinese restaurant off Inman Square, in Cambridge, MA - the now famous Ding-Ho. This group included such unknowns as Lenny Clarke, Kevin Meaney, Jay Leno, Bobcat Goldthwait, Steven Wright, and of course, Steve Sweeney. Known for his use of dialects and great insight into the New England political scene, Steve Sweeney has been performing to sold out crowds from day one.
Steve was the first of the Boston super-stars to break into television,[clarification needed] Steve was the star of Park Street Under, a very successful Boston based sitcom. He has been a regular on all the Major TV shows , David Letterman, Evening at The Improv, Comics Come Home and many others! Many will recognize Steve from his special appearances with The Ryder Cup, his narrations of Peter and the Wolf with The Boston Symphony Orchestra or one of many featured roles in films such as Rodney Dangerfield's Back to School, Judd Apatow's Celtic Pride, and There's Something About Mary with Ben Stiller. Most recently, Steve had taken over the Boston radio airwaves with the Steve Sweeney Morning Show on 100.7 FM WZLX, he was replaced in a show that people loved. He has taught comedy, screenwriting and acting at the University of Massachusetts.
On November 3 2005, Steve opened Steve Sweeney's Comedy Club in Boston's Copley Square with longtime friend Dick Doherty.
Currently along with doing stand-up, Steve is back on the radio airwaves with a new morning radio show on WWZN 1510 AM The Zone called "Steve Sweeney and Friends." The program airs weekly from 9:00 a.m. to 10:00 a.m. and is generally joined by Nicole "Nik" Henry and Anthony Pepe along with other frequent guests.