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Baldwin met his future wife Kim Basinger when they played lovers in the 1991 film The Marrying Man.
Baldwin wrote an episode of Law & Order entitled "Tabloid", which aired in 1998. Barrett Moore, a retired plastic surgeon, in the series Nip/Tuck.In 1998, he became the third narrator and George Carlin's replacement for the fifth and sixth seasons of Thomas the Tank Engine & Friends.He left the series in 2002 on winning the role of Lawrence Quinn in The Cat in the Hat and was replaced by Michael Brandon.He has since played both leading and supporting roles in films such as the horror comedy fantasy film Beetlejuice (1988), as Jack Ryan in the action thriller The Hunt for Red October (1990), the romantic comedy The Marrying Man (1991), the superhero film The Shadow (1994), and two films directed by Martin Scorsese: the Howard Hughes biopic The Aviator (2004) and the neo-noir crime drama The Departed (2006).His performance in the 2003 romantic drama The Cooler garnered him a nomination for the Academy Award for Best Supporting Actor.Baldwin also received an Emmy nomination for the 1995 television version of the production, in which both he and Jessica Lange reprised their roles, alongside John Goodman and Diane Lane.
In 1998, Baldwin played the title role in Macbeth at The Public Theater alongside Angela Bassett and Liev Schreiber in a production directed by George C. In 2004, Baldwin starred in a revival of Twentieth Century with Anne Heche.
In 1988, he appeared in Beetlejuice and Working Girl.
He gained further recognition as a leading man with his role as Jack Ryan in The Hunt for Red October (1990).
A member of the Baldwin family, he is the oldest of the four Baldwin brothers, all actors.
Baldwin first gained recognition appearing on seasons 6 and 7 of the CBS television drama Knots Landing, in the role of Joshua Rush.
In 2002, Baldwin appeared in two episodes of Friends as Phoebe Buffay's overly enthusiastic love interest, Parker.