His audition was successful, and he spent the following four months touring with the company in Philadelphia.
He followed this with another tour, Brighton Beach Memoirs, in the lead role, which was directed by Gene Saks.
He went on to play the role of Aaron Brooks on Once & Again.
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He has since then starred in a number of other films, including Enchanted (2007), Made of Honor (2008), Valentine's Day (2010), Flypaper (2011), Freedom Writers (2007), Transformers: Dark of the Moon (2011) and Bridget Jones's Baby (2016).
Dempsey, who maintains a sports car and vintage car collection, also enjoys auto racing in his spare time.
In 1989, Dempsey had the lead role in the films Loverboy with actress Kirstie Alley and Happy Together with actress Helen Slater.
Dempsey made a number of featured appearances in television in the 1990s; he was cast several times in pilots that were not picked up for a full season, including lead roles in the TV versions of the films The Player and About A Boy.
In 2007, Dempsey starred in the Disney film Enchanted, and the Paramount Pictures film Freedom Writers where he reunited with his Iron Jawed Angels co-star Hilary Swank.
He also voiced the character Kenai in Brother Bear 2, replacing Joaquin Phoenix.His success on the show has led to his becoming a spokesman for Mazda and State Farm Insurance. It's financially rewarding but there comes a point where how much is enough, really?Following his departure from Grey's Anatomy, Dempsey was working on two small-screen projects: a drama The Limit for Sundance TV and a travelogue spy thriller called Fodors. I’m going to take the rest of the year off to develop. I would commit to a show that is 10 to 12 episodes. I’m focusing now on developing and racing and being a father to my children." He has been the face of L'Oreal and Versace and was featured in ads for Serengeti sunglasses.is an American actor and race car driver, best known for his role as neurosurgeon Dr. He saw early success as an actor, starring in a number of films in his early 20s, including Can't Buy Me Love (1987) and Loverboy (1989).In the 1990s, he mostly appeared in smaller roles in film, such as Outbreak (1995), and television, before landing a lead role in Sweet Home Alabama (2002), a surprise box office hit.Dempsey's most recent roles include the 2008 film Made of Honor as Tom and the 2010s romantic comedy Valentine's Day; the latter film follows five interconnecting stories about Los Angelinos anticipating (or in some cases dreading) the holiday of love.