Holmes was born in Lexington, Massachusetts. His mother is a Lithuanian refugee. He attended Lexington High School and Gordon College in Wenham, Massachusetts. In college, he majored in English and Communications, and he participated in an improvisational comedy troupe, The Sweaty-Toothed Madmen. Holmes got married at 22, the same age he began performing stand-up comedy, and he divorced at 28 after his then-wife had an affair. Finding little success, he lived in Sleepy Hollow, New York and Chicago before moving to Los Angeles.\n', '

Holmes has appeared on Comedy Central\'s Premium Blend, as a regular panelist on VH1\'s Best Week Ever, and on VH1\'s All Access. His cartoons have appeared in The New Yorker. In 2010, he performed on John Oliver\'s New York Stand Up Show as well as Late Night with Jimmy Fallon. On February 26, 2010, he performed his first television special on the series Comedy Central Presents. On March 21, 2011 and on November 17, 2011, he appeared on the TBS talk show Conan. \n', '

Holmes has provided the voices for several of the characters on Comedy Central\'s cartoon Ugly Americans. He was the voice of the E-Trade baby on several television commercials and was also credited as a writer for those commercials.\n', '

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