1957 – He was born Denis Colin Leary on the 18th day of August this year in Worcester, Massachusetts. He graduated from Saint Peter-Marian High School in Worcester. Through marriage, Leary is a distant cousin of talk show host Conan O'Brien.
1979 - After graduating with the Emerson Class of 1979, he took up a job with the school teaching comedy writing classes and maintained the job for five years.
1980 – He started in career as a comedian in the notorious Boston comedy scene of this year, where he hosted his own show at the underground club "Play It Again Sam".
1982 – He has been married to writer Ann Lembeck since this year. They met when he was her instructor for an English class at Emerson College.
1992 - His friendship with fellow comedian Bill Hicks ended up when Hicks heard Leary's 1992 album No Cure for Cancer he felt Leary had stolen his act and material.
1993 - He has released two records of his stand-up comedy: No Cure for Cancer (1993) and Lock 'N Load (1997).
1994 – His sardonic song about the American lower-middle-class male, Asshole, achieved much notoriety. It was voted #1 in a major Australian youth radio poll.
2003 - Comedy Central honored Denis Leary in the Comedy Central Roast of Denis Leary. Friend Jeff Garlin acted as roastmaster for Denis' roast.
2004 – Late this year, he released the EP Merry Christmas, which included a mix of new music, previously unreleased recordings, and some tracks from Lock 'N Load.
2005 – He was honored with an honorary doctorate. He spoke briefly at his alma mater's undergraduate commencement ceremony on the 16th of May this year.
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