Jarhead

Anthony Swofford

Donnie Darko

Donnie Darko

Brokeback Mountain

Jack Twist

The Day After Tomorrow

Sam Hall

City Slickers

Danny Robbins

Zodiac

Robert Graysmith

Rendition

Douglas Freeman

Moonlight Mile

Joe Nast

Guy Ritchie's The Covenant

Master Sergeant John Kinley

Prince of Persia: The Sands of Time

Prince Dastan

Proof

Harold 'Hal' Dobbs

The Good Girl

Holden Worther

Bubble Boy

Jimmy Livingston

October Sky

Homer Hickam

Road House

Dalton

Love & Other Drugs

Jamie Randall

Lucid Dreams: The Making of Enemy

Self

Source Code

Colter Stevens

Heath Ledger: A Tribute

Self

Highway

Pilot Kelson

Lovely & Amazing

Jordan

In the Grey

Bronco

End of Watch

Brian Taylor

Deus ex Machina: The Philosophy of 'Donnie Darko'

Self (archive footage)

Prisoners

Detective Loki

Enemy

Adam / Anthony

Everest

Scott Fischer

Strange World

Searcher Clade (voice)

Nightcrawler

Louis Bloom

Brothers

Tommy Cahill

Demolition

Davis Mitchell

Southpaw

Billy 'The Great' Hope

Accidental Love

Howard Birdwell

Saturday Night Live: The Best of Amy Poehler

Frank O'Connor (archive footage)

Nocturnal Animals

Tony Hastings / Edward Sheffield

Jiminy Glick in Lalawood

Jake Gyllenhaal

Road House 2

Elwood Dalton

Okja

Johnny Wilcox

The Bride!

Ronnie Reed

Life

Dr. David Jordan

Stronger

Jeff Bauman

12-12-12 | The Concert for Sandy Relief

Self

Wildlife

Jerry Brinson

Moonlight Mile: A Journey to Screen

Self / Joe Nast

Jake Gyllenhaal Challenges the Winner of the Nobel Peace Prize

Donnie Darko / Anthony Swafford (archive footage)

The Sisters Brothers

John Morris

Velvet Buzzsaw

Morf Vandewalt

A Dangerous Woman

Edward

Homegrown

Jake

Josh & S.A.M.

Leon Coleman

The Man Who Walked Between the Towers

Narrator (voice)

Spider-Man: Far From Home

Quentin Beck / Mysterio

The Guilty

Joe Baylor

Abby Singer

Jake Gyllenhaal (uncredited)

John Mulaney & The Sack Lunch Bunch

Mr. Music

Ambulance

Danny Sharp

One Night Only: The Best of Broadway

Self

The Great Work Begins: Scenes from Angels in America

Jake Gyllenhaal

Spirit Untamed

Jim Prescott (voice)

A Journey to Sundance

Self

Annaleigh Ashford: Live from Lincoln Center

Special Guest Star

Show of Titles

"Camelot" Performer

Remain

Tate Donovan

Honeymoon with Harry

Collision

Raoul Wallenberg: Missing Inaction

Raoul Wallenberg (voice)

The Division

Kill Switch

Snow Blind

The Anarchists vs ISIS

Play by Play

Lorne

Self

"Jarhead" Diaries

Self

Jarhead: Background

Self

Generations: The Evolution of Spider-Man

Self - Mysterio (archive footage)

Spider-Man: All Roads Lead to No Way Home

Self (archive footage)