How Jake Gyllenhaal built a successful career. Explore key moments that defined the journey.
Jake Gyllenhaal is a prolific American actor with a career spanning over three decades in film and theatre. Born into a filmmaking family, he began acting as a child, appearing in films like 'City Slickers' and movies directed by his father. His early notable roles included Homer Hickam in 'October Sky' and the lead in the cult classic 'Donnie Darko,' showcasing his range. Gyllenhaal transitioned into mainstream success with a leading role in the disaster film 'The Day After Tomorrow,' solidifying his position as a prominent actor.
In 1991, Jake Gyllenhaal made his acting debut as Billy Crystal's son in the comedy film 'City Slickers'.
In 1992, Jake Gyllenhaal was not allowed to appear in 'The Mighty Ducks' by his parents because it would have required him to leave home for two months.
In 1993, Jake Gyllenhaal appeared in 'A Dangerous Woman', alongside his sister Maggie Gyllenhaal, which was one of the films directed by his father.
In 1994, Jake Gyllenhaal appeared in "Bop Gun", an episode of 'Homicide: Life on the Street'.
In 1998, Jake Gyllenhaal appeared in the comedy 'Homegrown', which was directed by his father.
In 1999, Jake Gyllenhaal played his first lead role in 'October Sky', an adaptation of the Homer Hickam autobiography 'Rocket Boys'.
In 2001, Jake Gyllenhaal played a troubled teenager in the thriller 'Donnie Darko', marking one of his breakthrough roles.
In 2017, Gyllenhaal participated in a fundraiser to help survivors who lost limbs during the September 11 attacks in 2001.
In 2002, Jake Gyllenhaal played Pilot Kelston in 'Highway', starred opposite Jennifer Aniston in 'The Good Girl', starred in 'Lovely and Amazing' with Catherine Keener, and starred in 'Bubble Boy'.
In 2002, Jake Gyllenhaal starred in 'Moonlight Mile' and made his theatrical debut on the London stage in 'This Is Our Youth', receiving an Evening Standard Theatre Award for Outstanding Newcomer.
In 2002, Jake Gyllenhaal starred in a West End production of the play 'This Is Our Youth'.
In 2002, the film Lovely & Amazing was released and is considered one of Gyllenhaal's most acclaimed films, according to Rotten Tomatoes.
In 2003, Jake Gyllenhaal auditioned for the role of Batman in the superhero film 'Batman Begins' but the role was given to Christian Bale.
In 2003, Jake Gyllenhaal participated in an advertising campaign by the American Civil Liberties Union.
In 2004, Jake Gyllenhaal appeared in the science fiction blockbuster 'The Day After Tomorrow'.
In 2004, Jake Gyllenhaal filmed a commercial for Rock the Vote and visited the University of Southern California with his sister to urge students to vote in the U.S. presidential election, campaigning for John Kerry.
In 2005, Jake Gyllenhaal narrated the short animated film "The Man Who Walked Between the Towers", which was based on Mordicai Gerstein's book of the same name, recounting Philippe Petit's famous stunt.
In 2005, Jake Gyllenhaal played Jack Twist in 'Brokeback Mountain', a romantic drama directed by Ang Lee, for which he won a BAFTA Award and was nominated for an Academy Award.
In 2005, Jake Gyllenhaal was cast in the drama 'Proof' and starred in Sam Mendes's 'Jarhead'.
In January 2007, Jake Gyllenhaal hosted Saturday Night Live, where he wore a sparkly evening dress and sang "And I Am Telling You I'm Not Going" from the musical Dreamgirls during his opening monologue, dedicating it to his fans.
In 2007, Jake Gyllenhaal starred in the thriller 'Zodiac'.
In 2009, Jake Gyllenhaal co-starred in Jim Sheridan's "Brothers", a remake of Susanne Bier's Danish film of the same name, alongside Tobey Maguire and Natalie Portman.
On November 24, 2010, Jake Gyllenhaal starred opposite Anne Hathaway in the romantic-comedy "Love & Other Drugs", which earned him a Golden Globe Award nomination.
In 2010, Jake Gyllenhaal played a starring role in the romantic comedy 'Love & Other Drugs'.
In 2011, Jake Gyllenhaal portrayed Captain Colter Stevens in the time-travel thriller "Source Code".
In 2011, Jake Gyllenhaal starred in the science fiction film 'Source Code'.
In February 2012, Jake Gyllenhaal served as a jury member for the 62nd Berlin International Film Festival.
In September 2012, Jake Gyllenhaal starred alongside Michael Peña in David Ayer's action thriller "End of Watch", playing one of two Los Angeles street cops.
In 2012, the film End of Watch was released and is considered one of Gyllenhaal's most acclaimed films, according to Rotten Tomatoes.
In 2013, Jake Gyllenhaal appeared in two films directed by Denis Villeneuve: "Prisoners", where he played Detective Loki, and "Enemy", where he played the dual role of a history teacher and his doppelgänger.
In 2014, Jake Gyllenhaal attended an event that benefited the Headstrong Project, an organization providing treatment to military veterans with PTSD, during which he read a poem by a veteran.
In 2014, Jake Gyllenhaal received a BAFTA Award nomination for Best Actor in a Leading Role for his performance as a manipulative journalist in 'Nightcrawler'.
In 2014, Jake Gyllenhaal starred in the Broadway production of the play 'Constellations'.
In 2014, the film Nightcrawler was released and is considered one of Gyllenhaal's most acclaimed films, according to Rotten Tomatoes.
In January 2015, Jake Gyllenhaal debuted on Broadway in Nick Payne's "Constellations" at the Samuel J. Friedman Theatre, opposite Ruth Wilson.
In October 2016, Jake Gyllenhaal appeared in four benefit concert performances of the Stephen Sondheim and James Lapine musical "Sunday in the Park with George" at the New York City Center, playing the titular character.
In 2016, Jake Gyllenhaal was nominated for the BAFTA Award for Best Actor in a Leading Role for his performance as a troubled writer in 'Nocturnal Animals'.
Starting in February 2017, Jake Gyllenhaal reprised his role in "Sunday in the Park with George" at the reopened Hudson Theatre on Broadway.
In 2017, Jake Gyllenhaal participated in a fundraiser to help survivors who lost limbs during the September 11 attacks in 2001.
In 2017, Jake Gyllenhaal starred as astronaut David Jordan in the science fiction horror film "Life", had a supporting role in the action-adventure film "Okja", and starred in the drama "Stronger", based on Boston Marathon bombing survivor Jeff Bauman.
In 2017, Jake Gyllenhaal starred in the Broadway production of the musical 'Sunday in the Park with George'.
In 2017, the film Stronger was released and is considered one of Gyllenhaal's most acclaimed films, according to Rotten Tomatoes.
In 2018, Jake Gyllenhaal co-starred in the drama "Wildlife" opposite Carey Mulligan and had a role in the Western drama "The Sisters Brothers".
In 2018, Jake Gyllenhaal played a supporting role in the drama 'Wildlife'.
In the 2018 midterm elections, Jake Gyllenhaal endorsed U.S. Senate candidate Beto O'Rourke, as well as Stacey Abrams, Andrew Gillum, Kyrsten Sinema, and Jacky Rosen in their respective elections.
In 2019, Jake Gyllenhaal reunited with Dan Gilroy in the thriller film "Velvet Buzzsaw", played Mysterio in "Spider-Man: Far From Home", and appeared in "Sea Wall/A Life" on Broadway, earning a Tony Award nomination.
In 2019, Jake Gyllenhaal starred in the Broadway play 'Sea Wall/A Life', which earned him a nomination for the Tony Award for Best Actor in a Play.
In 2019, Jake Gyllenhaal's highest-grossing release came with the Marvel Cinematic Universe superhero film 'Spider-Man: Far From Home', where he portrayed Mysterio.
In 2019, Jake Gyllenhaal's planned production of Lanford Wilson's "Burn This" on Broadway was reportedly abandoned, and a new production took place with Adam Driver.
In 2021, Jake Gyllenhaal lent his voice for the animation "Spirit Untamed" and played Detective Joe Baylor in the crime thriller "The Guilty", a remake of the Danish film of the same name.
In 2021, Jake Gyllenhaal starred in the action thriller film 'The Guilty'.
In 2022, Jake Gyllenhaal starred as a criminal in Michael Bay's action thriller "Ambulance" and voiced a farmer in the Disney animation "Strange World".
In 2022, Jake Gyllenhaal starred in the action film 'Ambulance'.
In 2023, Jake Gyllenhaal appeared in Guy Ritchie's "The Covenant".
In June 2024, Jake Gyllenhaal joined the cast of the upcoming science fiction monster film "The Bride!" in an undisclosed role.
In 2024, Jake Gyllenhaal starred in the film 'Road House' and the series 'Presumed Innocent'.
In 2025, Jake Gyllenhaal is set to return to Broadway playing Iago in the revival of William Shakespeare's tragedy "Othello", starring opposite Denzel Washington.
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