Where does his latest work in 'Nightcrawler' figure in?
10. "The Good Girl" (2002)
Jake Gyllenhaal’s greatest characters are obsessed, a trait the actor skillfully rewires depending on the scenario. At only 22, Gyllenhaal found sweetness in fixation, glowing with a lover’s craze in his 2002 suburban malaise dramedy. His character Thomas thinks he’s Holden Caulfield. He’s more of an Edgar-from-“Wuthering Heights,” determined to woo and derail Jennifer Aniston’s store clerk from a comfortably numb life. Clicking with Mike White’s off-kilter comedy, Gyllenhaal manages to keep Thomas’ strangeness romantic even in the film’s darkest turns (and, boy, the movie goes there).