City Slickers
Jake made his big-screen debut playing Billy Crystal's outspoken son in the hit 1991 comedy.
Josh and S.A.M.
13-year-old Jake is the title brothers' pal Leon in this fantasy-adventure comedy.
October Sky
Real-life stargazer turned author Homer Hickam takes up rocketry against his father's wishes after being inspired by Sputnik in this coming-of-age family film.
Bubble Boy
"They girl I love is getting married, and I'm going to stop the wedding!" Nuff said.
Donnie Darko
People are still philosophizing to this day about what was actually going on in the time-bending 2001 drama.
Moonlight Mile
Jake's trying to get his life together after his girlfriend is killed—while he's still living with her family—in the 2002 drama.
The Good Girl
Jake's poetic store clerk romances Jennifer Aniston's bored, married fellow clerk in this indie drama.
The Day After Tomorrow
Jake's out to save the girl from climate change run amok in the 2004 action thriller.
Jarhead
Jake is real-life Marine Anthony Swofford in this 2005 drama set in the days leading up to Desert Storm, based on Swofford's book of the same name.
Proof
Remember when Jake wanted to go through Gwyneth Paltrow's math-professor-father's papers in the 2005 adaptation of the award-winning David Auburn play?!
Brokeback Mountain
He scored his first Oscar nomination for his unforgettable role as Jack Twist, who falls in ill-fated love with a fellow ranch hand played by Heath Ledger in the 2005 epic.
Brothers
Tobey Maguire's PTSD-stricken veteran is suspicious of his ne'er-do-well brother's intentions around his wife in this dramatic thriller.
Rendition
Jake's CIA analyst starts to question his mission after witnessing a rough interrogation in this topical 2007 drama.
Source Code
Jake's military man is relegated to live the same day over and over in another guy's body until he can figure out how to stop a train bombing...in eight minutes.
Love and Other Drugs
Jake is a caddish pharmaceutical salesman who's hit by the thunderbolt by Anne Hathaway's ailing artist.
Prince of Persia: The Sands of Time
Jake got jacked to play Dastan in the big-budget swords-and-sandals epic.
Zodiac
Jake plays Robert Graysmith, the real-life San Francisco Chronicle cartoonist and puzzle enthusiast who helped crack the code in the Zodiac killer's cryptic messages in 1970s San Francisco.
End of Watch
Jake and Michael Peña are LAPD officers on drugs and gangs detail in this gritty 2012 drama.
Prisoners
Jake's troubled Pennsylvania detective tries to track down two missing girls and keep one of the girls' fathers (Hugh Jackman) from taking the case into his own hands.
Nightcrawler
Jake lost weight and was at his creepy best to play Lou Bloom, who discovers that his lack of a moral code is perfect for a job shooting crime and accident scene footage for a hungry local news station.
Southpaw
Jake got back to normal after Nightcrawler and then packed on 15 more pounds of solid muscle to play a boxer in the comeback-after-tragedy drama.
Everest
Jake plays one of a group of ill-fated adventurers in this based-on-a-true-story tale.
Demolition
A recently widowed businessman unhealthily takes to extreme home improvement to deal with the devastation in the drama co-starring Naomi Watts and Chris Cooper.