He has starred in the films Flatliners (1990), Backdraft (1991), Sliver (1993), Virus (1999), The Squid and the Whale (2005), Forgetting Sarah Marshall, in which he portrayed himself, and the Netflix show Northern Rescue (2019).

His first starring role was in a TV movie as Robert Chambers, alongside Danny Aiello and Lara Flynn Boyle in The Preppie Murder, which aired on ABC in 1989.

Baldwin also appeared in the 1989 film Born on the Fourth of July, starring Tom Cruise, where he had a minor role as a U.S. Marine during the Vietnam War.

In 1999, Baldwin teamed up with Jamie Lee Curtis and Donald Sutherland for the science fiction thriller Virus and played alongside Peter Gallagher in the Showtime original movie, Brotherhood of Murder.

Since then, Baldwin has played in other projects such as Red Rover in 2003, Park, Feel and Lenexa, 1 Mile in 2006, and Adrift in Manhattan, A Plumm Summer, Noise, and Humble Pie in 2007.

He also co-starred in ABC's Dirty Sexy Money as Donald Sutherland's oldest son, Patrick Darling IV, for the duration of the show until April 2009.

In 2008, he appeared in the comedy film Forgetting Sarah Marshall, which stars Jason Segel and Kristen Bell, as Detective Hunter Rush.

He played the lead detective on the case of the killer, Philip Markoff, who connected with victims through Craigslist ads placed in Boston, Massachusetts.

On June 1, 2011, Baldwin starred in the indie film Sexy Evil Genius, alongside Seth Green, Harold Perrineau Jr., Katee Sackhoff and Michelle Trachtenberg.

In 2015, he narrated for the documentary A Wing and a Prayer, a film about American fighter pilots who assisted in the 1948 Arab–Israeli War and the founding of the Israeli Air Force.

On November 21, 2017, Baldwin joined the main cast on a television series along with Miles Teller in Too Old to Die Young which was released in the summer of 2019 on Amazon Video.

[18] The documentary serves as a companion piece to the upcoming narrative feature film No Address, which aims to raise awareness about homelessness.