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Oscar nominee Jake Gyllenhaal congratulated his ‘brilliant’ big sister Maggie on winning breakthrough director at the 11th Hamilton Behind the Camera Awards in LA on Saturday night.
The Oscar nominee – turning 44 this Tuesday – has received rave reviews for her feature directorial debut The Lost Daughter, which hits limited US theaters December 17 before streaming December 31 on Netflix.
The 40-year-old LA native was at the ceremony to present the sound editing trophy to Mandell Winter and David Esparza for their work on Netflix thriller The Guilty.

Familial bond: Oscar nominee Jake Gyllenhaal (L) congratulated his ‘brilliant’ big sister Maggie (R) on winning breakthrough director at the 11th Hamilton Behind the Camera Awards in LA on Saturday night
Sporting stubble, Jake (born Jacob) looked dapper as ever in his black suit over a white unbuttoned shirt and dress shoes.
Gyllenhaal portrays a demoted police officer called Joe Baylor in Antoine Fuqua’s remake of Gustav Möller’s 2018 Danish film also titled The Guilty.
The Brokeback Mountain alum’s love life has been the talk of the town ever since 11-time Grammy winner Taylor Swift dropped her 15-minute directorial debut, All Too Well, on Friday.
At one point, Jake’s name was the fifth trending entertainment topic on Twitter with over 89K mentions.

Proud of her: The Oscar nominee (R) – turning 44 this Tuesday – has received rave reviews for her feature directorial debut The Lost Daughter, which hits limited US theaters December 17 before streaming December 31 on Netflix

At the podium: The 40-year-old LA native was at the ceremony to present the sound editing trophy to Mandell Winter and David Esparza for their work on Netflix thriller The Guilty

Handsome: Sporting stubble, Jake looked dapper as ever in his black suit over a white unbuttoned shirt and dress shoes (pictured with Mandell Winter)

Star of the film: Gyllenhaal portrays a demoted police officer called Joe Baylor in Antoine Fuqua’s remake of Gustav Möller’s 2018 Danish film also titled The Guilty

Haunted by his ex: The Brokeback Mountain alum’s love life has been the talk of the town ever since 11-time Grammy winner Taylor Swift dropped her 15-minute directorial debut, All Too Well, on Friday

Trending: At one point, Jake’s name was the fifth trending entertainment topic on Twitter with over 89K mentions
The 31-year-old pop diva projected the short film behind her on a screen as she performed the 10-minute version of her 2012 track All Too Well during NBC’s Saturday Night Live.
In it, Teen Wolf alum Dylan O’Brien plays a thinly-veiled version of Gyllenhaal at age 29 opposite Stranger Things star Sadie Sink as a thinly-veiled version of Taylor at age 20.
Swift depicted the moment People’s Sexiest Man Alive 2009 decided to skip her 21st birthday bash, which was the catalyst to the end of their three-month fling in December 2010.
The preppy Pennsylvania-born blonde’s $14.99, 30-track re-recorded version of her 2012 fourth studio album Red officially drops this Friday.

Musical guest: The 31-year-old pop diva projected the short film behind her on a screen as she performed the 10-minute version of her 2012 track All Too Well during Saturday Night Live

Romance re-enactment: In it, Teen Wolf alum Dylan O’Brien (L) plays a thinly-veiled version of Gyllenhaal at age 29 opposite Stranger Things star Sadie Sink (R) as a thinly-veiled version of Taylor at age 20

‘Left her reeling’: Swift depicted the moment People’s Sexiest Man Alive 2009 decided to skip her 21st birthday bash, which was the catalyst to the end of their three-month fling in December 2010

Taylor’s Version: The preppy Pennsylvania-born blonde’s $14.99, 30-track re-recorded version of her 2012 fourth studio album Red officially drops this Friday
And while their nine-year age gap was allegedly to blame for the split, Jake has been happily dating French model Jeanne Cadieu (who’s 15 years younger than him) since 2018.
Gyllenhaal will next play car-jacking robber Danny Sharp in Michael Bay’s action thriller Ambulance – hitting US/UK theaters February 18 – alongside Yahya Abdul-Mateen II and Eiza González.
It’s a remake of Laurits Munch-Petersen’s 2005 movie Ambulancen.

Still going strong! And while their nine-year age gap was allegedly to blame for the split, Jake has been happily dating French model Jeanne Cadieu (R, pictured September 29), who’s 15 years younger than him, since 2018

Hitting US/UK theaters February 18! Gyllenhaal will next play car-jacking robber Danny Sharp in Michael Bay’s (2-R) action thriller remake Ambulance alongside Yahya Abdul-Mateen II (2-L) and Eiza González (R)
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