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Afterwards, director Steven Spielberg cast Vaughn in the blockbuster The Lost World: Jurassic Park which gave him increased exposure.
In 1998, he starred in the critically acclaimed drama Return to Paradise with Anne Heche, and starred in Clay Pigeons with Janeane Garofalo and Joaquin Phoenix.
He has appeared in a number of films in the 1990s, including the sports film Rudy (1993), the sci-fi adventure dinosaur film The Lost World: Jurassic Park (1997), and the drama-thriller Return to Paradise (1998).
Other than his dramatic role in The Cell (2000), in the 2000s he acted in several comedies, including Old School (2003), Dodgeball: A True Underdog Story (2004), Wedding Crashers (2005), The Break-Up (2006), Fred Claus (2007), and Four Christmases (2008).
Two years later, he was cast in 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.
Vaughn did not receive wider success until his role in 1996's Swingers with Jon Favreau.
Vaughn starred in Ron Howard's comedy, The Dilemma, released in January 2011.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 Mc Candless, which was also a best-selling book by Jon Krakauer.In 2009, Vaughn starred in Couples Retreat, a comedy chronicling four couples who partake in therapy sessions at a tropical island resort. Vince's real-life father Vernon portrayed his father in the film.In 2015, he starred in Unfinished Business, which grossed .8 million in its opening weekend, a career-low for Vaughn.He also starred in the second season of True Detective alongside Colin Farrell, which premiered on June 21.
Vaughn's role in the successful 2003 comedy Old School skyrocketed his popularity.