He began acting in the late 1980s, appearing in minor television roles before attaining wider recognition with the 1996 movie Swingers. He has since appeared in a number of films, including The Lost World: Jurassic Park, Return to Paradise, Old School, Dodgeball: A True Underdog Story, Couples Retreat, The Break Up, and Wedding Crashers. His mother, Sharon Eileen (née DePalmo), a native of Hamilton, Ontario, Canada, is a real-estate agent and stock broker who was once ranked as one of the United States’ top money managers by Bloomberg Wealth Manager magazine. His parents divorced in 1991. Two years later, he was cast a lead role in a proposed revival of 77 Sunset Strip that was to air on the fledgling WB Television Network, but the project ceased development after initial testing. Next, he momentarily moved from comedy to drama in Sean Penn’s critically acclaimed film Into the Wild, a film about the adventures of Christopher McCandless, which was also a best-selling book by Jon Krakauer. in February 2010, Vaughn was among the nearly 80 musicians and actors to sing on the charity-single remake of We Are the World. in December 2006, both Vaughn and Aniston’s reps confirmed that they had broken up.
Vaughn is their only son and the youngest of their three children; he has two older sisters, Victoria and Valeri. He then moved to Lake Forest, Illinois, where he graduated from Lake Forest High School in 1988. Also in 2005, Vaughn starred alongside Owen Wilson in the comedy Wedding Crashers, which grossed over $200 million at the United States box office. in 2007, Vaughn also starred in a comedy called Fred Claus, in which he played the sarcastic, wild-at-heart older brother of Santa Claus (Paul Giamatti). He played the role of Wayne Westerberg opposite Emile Hirsch as McCandless. in February 2010, Vaughn was among the nearly 80 musicians and actors to sing on the charity-single remake of We Are the World.