James LeGros

It was director Gus Van Sant who afforded LeGros the opportunity to show his skills with a meaty supporting role in 1989's much-acclaimed Drugstore Cowboy. As part of a quartet of drifters stealing their way across the Pacific Northwest, the actor held his own against the iconic Matt Dillon as well as newcomer Heather Graham. More challenging parts followed in the early '90s, including the psychological drama The Rapture (1991), Cameron Crowe's ensemble romantic comedy Singles (1992), and a pair of firearm-obsessed indies, Guncrazy and My New Gun (also 1992). Pairing with director Todd Haynes for his 1995 sophomore feature Safe, LeGros garnered more acclaim as a confidante/romantic interest for the mysteriously ailing character played by Julianne Moore. That same year, he hilariously sent up a narcissistic Hollywood actor -- not-so-secretly based on Brad Pitt -- in director Tom DiCillo's satire on the perils of indie filmmaking, Living in Oblivion.

As the millennium drew to a close, LeGros would re-team with Moore in the ensemble dramedy The Myth of Fingerprints (1997), playing an eccentric New England townie who has a crush on Moore's icy, cosmopolitan yuppie. With the film, LeGros began a long-standing collaboration with the film's writer-director -- and Moore's real-life beau -- Bart Freundlich, who would go on to cast LeGros in his subsequent films, including the road movie World Traveler (2001), the family film Catch That Kid (2003), and the screwball relationship comedy Trust the Man (2006).

In the intervening years, LeGros made a successful return to the medium that gave him his first break: television. He was exposed to perhaps his widest audience to date in 1998 on the venerable medical drama ER, and then on the popular series Ally McBeal, in 2000 and 2001. A starring role on Showtime's gritty, controversial terrorist drama Sleeper Cell followed in 2005. ~ Michael Hastings