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Regan won the American Comedy Awards' Best Club Comedian in 1996 and recorded Brian Regan Live the following year.
He made his debut in the film world by co-writing 102 Dalmatians in 2000.
Still focusing on touring as a standup, his second special, I Walked on the Moon, was recorded at the Irvine Improv and self-released in 2004.
His football coach, of all people, recommended he try the theater, and an acting coach suggested he try standup comedy.
Around that time, Regan relocated his family to Las Vegas, and in 2007 he signed a deal with Comedy Central for two one-hour standup specials, resulting in that year's Standing Up and 2008's The Epitome of Hyperbole.
Both aired on the cable network and were released on DVD by the Comedy Central label.
All by Myself followed in 2010, this time self-released and available through his website only on CD.
Amid continued touring and writing, Regan was the featured guest on a 2012 episode of the Jerry Seinfeld web series Comedians in Cars Getting Coffee, and on September 26, 2015, his hourlong special Live from Radio City Music Hall was broadcast live on Comedy Central.