The acclaimed actor plays a yuppie financier, who copes with his wife's sudden death in a very unusual way.
Jake Gyllenhaal bonds with a stranger and her son while trying to mourn his wife in the second trailer for Fox Searchlight's Demolition.
Jake Gyllenhaal stars as an investment banker who sets out to build a new life by tearing down his past in the trailer for Demolition.
An all-star cast led by Jake Gyllenhall prepares to scale the world's highest mountain in the first thrilling trailer for Everest.
Jake Gyllenhall tries to fight his way back from a devastating tragedy in a new TV spot from The Weinstein Company's Southpaw.
Training Day director Antoine Fuqua teams with Sons of Anarchy creator Kurt Sutter for the story of boxing champion Billy "The Great" Hope in Southpaw.
Jake Gyllenhaal is attached to Nocturnal Animals while Amy Adams is in talks to play the female lead in director Tom Ford's adaptation.
Director David Ayer invites fans to look at his workspace, with a new photo that shows off a storyboard panel and the script.
Warner Bros. continues their search to find their Rick Flagg in Suicide Squad, after Tom Hardy bows out and Jake Gyllenhaal passes.
Jake Gyllenhaal and Jessica Biel lead an all-star ensemble cast in the trailer for Accidental Love, in theaters this February.
Jake Gyllenhaal packed on 15 pounds of muscle to portray boxer Billy Hope in the first photo from Antoine Fuqua's Southpaw.
Jake Gyllenhaal is The Man Who Made it Snow, based on the man who helped Pablo Escobar's drug cartel become a billion-dollar business.
The critics can't contain themselves from using R-rated language to describe Jake Gyllenhaal's Nightcrawler in a new red band trailer.
The city shines brightest at night in a new TV spot and poster for director Dan Gilroy's Nightcrawler starring Jake Gyllenhaal.
Jake Gyllenhaal stars in Nightcrawler as Lou Bloom, a freelance crime journalist who quickly becomes the star of his own story.
Naomie Harris will play a social worker alongside boxer Jake Gyllenhaal in Southpaw, written by Sons of Anarchy creator Kurt Sutter.
Lou Bloom becomes the star of his own story when he enters the world of freelance crime journalism in Jake Gyllenhaal's Nightcraler.
Demolition centers an investment banker whose life begins to spin out of control after the loss of his wife. Jean-Marc Vallée is directing.
Jake Gyllenhaal will be playing reporter Louis Bloom, who finds himself drawn to the underground world of Los Angeles freelance crime journalism.
Enter our latest giveaway and take home a Jake Gyllenhaal signed Enemy poster or Blu-ray, which follows a man who discovers his exact double. Available this week.