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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).He received his second Emmy nomination for Best Actor in a Television Comedy or Musical as Jack Donaghy in 2008, marking his seventh Primetime Emmy nomination and first win. He also impersonated Republican nominee Donald Trump during SNL's coverage of the 2016 Presidential election, to widespread critical acclaim.
He starred as Luther Billis, alongside Reba Mc Entire as Nellie and Brian Stokes Mitchell as Emile.
In 2017, he took over as sole host of TCM's The Essentials following the death of his co-host, Robert Osborne.
Baldwin made his film debut with a minor role in the 1987 film Forever, Lulu.
Baldwin met his future wife Kim Basinger when they played lovers in the 1991 film The Marrying Man.
Next, Baldwin played a ferocious sales executive in Glengarry Glen Ross (1992), a part added to the film version of David Mamet's Pulitzer Prize-winning stage play (including the monologue "Coffee's for closers").