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Sandler's first successful starring role was in 1989 when he starred in the movie Going Overboard. In 1995 he starred in Billy Madison, in which he plays a grown man repeating grades 1–12 to earn the right to inherit his father's multi-million-dollar hotel empire, and more importantly, his father's respect. He followed this movie up with other financially successful comedies such as Happy Gilmore (1996) and The Wedding Singer (1998). He was initially cast in the bachelor-party-themed comedy/thriller Very Bad Things, but had to back out because of his work in other movies at the same time. After The Waterboy (1998), Sandler reached box-office superstardom, where he has remained
Many of his recent films starting with Punch-Drunk Love have received almost uniformly positive reviews, leading many movie critics to believe that Sandler possesses considerable acting ability that they believed had been previously wasted on poorly written scripts and characters with no development. Audiences have remained faithful to Sandler's slapstick humor to the tune of $100-million-plus grossing movies. Sandler has moved outside the genre of goofball humor to take on more serious parts such as the aforementioned Punch-Drunk Love (for which he was nominated for a Golden Globe), and Spanglish.
At one point, Sandler was considered for the part that went to Jamie Foxx in Collateral (2004). He also was one of the finalists along with Jim Carrey and Johnny Depp for the role of Willy Wonka in Tim Burton's Charlie and the Chocolate Factory, but Depp in the end got the role. Most recently, he starred in the movie Click (2006), which features some humor typical of his earlier films as well as a serious message about the stresses of everyday life. He will return to more dramatic fare with Mike Binder's Reign Over Me, a drama about a man who lost his entire family in 9/11 and rekindles a friendship with his old college roommate (played by Don Cheadle). His next comedy will be I Now Pronounce You Chuck and Larry, in which he and Kevin James will portray firemen who pretend to be a gay couple in order to receive domestic partner benefits.
(Information taken from Wikipedia)

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