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  1. 21 titles. Sort by List order. 1. City Slickers. 1991 1h 53m PG-13. 6.8 (63K) Rate. 70 Metascore. On the verge of turning 40, an unhappy Manhattan yuppie is roped into joining his two friends on a cattle drive in the southwest. Director Ron Underwood Stars Billy Crystal Jack Palance Daniel Stern. 2. Donnie Darko. 2001 1h 53m R. 8.0 (852K) Rate.

  2. 30 titles. Sort by List order. 1. City Slickers. 1991 1h 53m PG-13. 6.8 (63K) Rate. 70 Metascore. On the verge of turning 40, an unhappy Manhattan yuppie is roped into joining his two friends on a cattle drive in the southwest. Director Ron Underwood Stars Billy Crystal Jack Palance Daniel Stern. 2. A Dangerous Woman. 1993 1h 42m R. 5.7 (2.1K)

  3. Find out the best and worst films of Jake Gyllenhaal according to critics' ratings. See the list of 11 movies from his career, including Certified Fresh hits like Nightcrawler, Brokeback Mountain, and Spider-Man: Far From Home.

  4. 19 titles. Sort by List order. 1. October Sky. 1999 1h 48m PG. 7.8 (98K) Rate. 71 Metascore. The true story of Homer Hickam, a coal miner's son who was inspired by the first Sputnik launch to take up rocketry against his father's wishes. Director Joe Johnston Stars Jake Gyllenhaal Chris Cooper Laura Dern. 2. Donnie Darko. 2001 1h 53m R. 8.0 (852K)

  5. Jake Gyllenhaal is an American actor and producer who has appeared in over 35 motion pictures (including some yet to be released), three television programs, one commercial, and four music videos. He made his film debut in 1991 with a minor role in the comedy-drama City Slickers. [1]

  6. Find out all the movies Jake Gyllenhaal has acted in, produced, or written since 1999. Browse his film credits by year, title, role, and genre on Fandango.

  7. In 2004, Gyllenhaal starred in the science fiction disaster film The Day After Tomorrow. In 2005, he played Jack Twist in Ang Lee's romantic drama Brokeback Mountain, for which Gyllenhaal won a BAFTA Award and was nominated for an Academy Award.

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