Sean Penn’s Typical Vibe
Signature vibe

Highest-ranked title
Highest-ranked title
Sean Penn has 48 titles in the CriticCrunch catalog across a career spanning the 1980s through the 2020s. 2 sit in the Top 1% of all titles we track — including Mystic River.
Recurring themes

The Brave One
2007
Crime · Drama

Maria Full of Grace
2004
Drama · Thriller

Reservation Road
2007
Drama · Crime

Red
2008
Drama · Thriller

Guilty by Suspicion
1991
Drama · Thriller

Aftermath
2017
Drama · Thriller

We Own the Night
2007
Drama · Crime

Cassandra's Dream
2007
Crime · Drama

One Battle After Another
2025 · Movie · Actor
Top 3%Max · Included

Carlito's Way
1993 · Movie · Actor
Top 3%Starz · Included

I Am Sam
2001 · Movie · Actor
Top 9%The Roku Channel · Free w/ ads

Milk
2008 · Movie · Actor
Top 16%Prime Video · Included

Dead Man Walking
1995 · Movie · Actor
Top 18%Tubi · Free w/ ads

The Professor and the Madman
2019 · Movie · Actor
Top 22%Prime Video · Included

After graduating from Emory University in 1992, top student and athlete Christopher McCandless abandons his possessions, gives his entire $24,000 savings account to charity, and hitchhikes to Alaska to live in the wilderness.
Dir. Sean Penn · With Emile Hirsch, Marcia Gay Harden, William Hurt

The lives of three men who were childhood friends are shattered when one of them suffers a family tragedy.
Dir. Clint Eastwood · With Sean Penn, Tim Robbins, Kevin Bacon

Washed-up revolutionary Bob exists in a state of stoned paranoia, surviving off-grid with his spirited, self-reliant daughter, Willa. When his evil nemesis resurfaces after 16 years and she goes missing, the former radical scrambles to find her, father and daughter both battling the consequences of his past.
Dir. Paul Thomas Anderson · With Leonardo DiCaprio, Sean Penn, Chase Infiniti

Free after years in prison, Carlito Brigante intends to give up his criminal ways, but it's not long before the ex-con is sucked back into the New York City underworld.
Dir. Brian De Palma · With Al Pacino, Sean Penn, Penelope Ann Miller

In honor of his birthday, San Francisco banker Nicholas Van Orton, a financial genius and a cold-hearted loner, receives an unusual present from his younger brother, Conrad: a gift certificate to play a unique kind of game. In nary a nanosecond, Nicholas finds himself consumed by a dangerous set of ever-changing rules, unable to distinguish where the charade ends and reality begins.
Dir. David Fincher · With Michael Douglas, Sean Penn, Deborah Kara Unger

A timid magazine photo manager who lives life vicariously through daydreams embarks on a true-life adventure when a negative goes missing.
Dir. Ben Stiller · With Ben Stiller, Kristen Wiig, Sean Penn

Sam, a neurodivergent man, has a daughter with a homeless woman who abandons them when they leave the hospital, leaving Sam to raise Lucy on his own. But as Lucy grows up, Sam's limitations as a parent start to become a problem and the authorities take her away. Sam convinces high-priced lawyer Rita to take his case pro bono and in turn teaches her the value of love and family.
Dir. Jessie Nelson · With Sean Penn, Michelle Pfeiffer, Dianne Wiest

The story of a group of men, an Army Rifle company called C-for-Charlie, who change, suffer, and ultimately make essential discoveries about themselves during the fierce World War II battle of Guadalcanal. It follows their journey, from the surprise of an unopposed landing, through the bloody and exhausting battles that follow, to the ultimate departure of those who survived.
Dir. Terrence Malick · With Jim Caviezel, Nick Nolte, Sean Penn

Paul Rivers, an ailing mathematician lovelessly married to an English émigré; Christina Peck, an upper-middle-class suburban housewife and mother of two girls; and Jack Jordan, a born-again ex-con, are brought together by a terrible accident that changes their lives.
Dir. Alejandro G. Iñárritu · With Sean Penn, Naomi Watts, Benicio del Toro

The true story of Harvey Milk, the first openly gay man ever elected to public office. In San Francisco in the late 1970s, Harvey Milk becomes an activist for gay rights and inspires others to join him in his fight for equal rights that should be available to all Americans.
Dir. Gus Van Sant · With Sean Penn, Emile Hirsch, Josh Brolin

A death row inmate turns for spiritual guidance to a local nun in the days leading up to his scheduled execution for the murders of a young couple.
Dir. Tim Robbins · With Susan Sarandon, Sean Penn, Robert Prosky

Professor James Murray begins work compiling words for the first edition of the Oxford English Dictionary in the mid 19th century, and receives over 10,000 entries from a patient at Broadmoor Criminal Lunatic Asylum, Dr. William Minor.
Dir. Farhad Safinia · With Mel Gibson, Sean Penn, Natalie Dormer

A group of Southern-California high school students ignore their studies in favor of indulging in their teenage distractions.
Dir. Amy Heckerling · With Sean Penn, Jennifer Jason Leigh, Judge Reinhold

During the Vietnam War, a soldier finds himself the outsider of his own squad when they unnecessarily kidnap a female villager.
Dir. Brian De Palma · With Michael J. Fox, Sean Penn, Don Harvey

In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.
Dir. Woody Allen · With Sean Penn, Samantha Morton, Anthony LaPaglia

Mick O'Brien is a young Chicago street thug torn between a life of petty crime and the love of his girlfriend. But when the heist of a local drug dealer goes tragically wrong Mick is sentenced to a brutal juvenile prison where violence is a rite of passage and respect is measured in vengeance.
Dir. Rick Rosenthal · With Sean Penn, Reni Santoni, Jim Moody

A confident young cop is shown the ropes by a veteran partner in the dangerous gang-controlled barrios of Los Angeles, where the gang culture is enforced by the colors the members wear.
Dir. Dennis Hopper · With Sean Penn, Robert Duvall, María Conchita Alonso

A bored, retired rock star living in Ireland sets out to find his dead father's tormentor, an ex-Nazi war criminal who is a refugee in the U.S.
Dir. Paolo Sorrentino · With Sean Penn, Olwen Fouéré, Eve Hewson

The story of Gary Valentine and Alana Kane growing up, running around and going through the treacherous navigation of first love in the San Fernando Valley, 1973.
Dir. Paul Thomas Anderson · With Alana Haim, Cooper Hoffman, Sean Penn

Hell's Kitchen, New York. Terry Noonan returns home after a ten-year absence. He soon reconnects with Jackie, a childhood friend and member of the Irish mob, and rekindles his love affair with Jackie's sister Kathleen.
Dir. Phil Joanou · With Sean Penn, Ed Harris, Gary Oldman

The true story of a disillusioned military contractor employee and his drug pusher childhood friend who became walk-in spies for the Soviet Union.
Dir. John Schlesinger · With Timothy Hutton, Sean Penn, Pat Hingle

Brad Whitewood Jr. lives in rural Pennsylvania and has few prospects. Against his mother's wishes, he seeks out his estranged father, the head of a gang of thieves in a nearby town. Though his new girlfriend supports his criminal ambitions, Brad Jr. soon learns that his father is a dangerous man. Inspired by the real events that led to the end of the Johnston Gang, who operated in the northeastern United States in the 1970s.
Dir. James Foley · With Sean Penn, Christopher Walken, Mary Stuart Masterson

A young paramedic is paired with a seasoned partner on the night shift in New York revealing a city in crisis. Discovering the chaos firsthand, he is tested with the ethical ambiguity that can be the difference between life and death.
Dir. Jean-Stéphane Sauvaire · With Sean Penn, Tye Sheridan, Gbenga Akinnagbe

Military cadets take extreme measures to ensure the future of their academy when its existence is threatened by local condo developers.
Dir. Harold Becker · With George C. Scott, Timothy Hutton, Ronny Cox

Documentary about the art of film editing. Clips are shown from many groundbreaking films with innovative editing styles.
Dir. Wendy Apple · With Kathy Bates, Martin Scorsese, Quentin Tarantino

When a desperate man’s car breaks down in a bizarre desert town while evading vengeful bookies, he becomes entangled in a dangerous love triangle. Caught between a married couple, he’s faced with deadly contracts to kill them both.
Dir. Oliver Stone · With Sean Penn, Nick Nolte, Jennifer Lopez

The impressionistic story of a Texas family in the 1950s. The film follows the life journey of the eldest son, Jack, through the innocence of childhood to his disillusioned adult years as he tries to reconcile a complicated relationship with his father. Jack finds himself a lost soul in the modern world, seeking answers to the origins and meaning of life while questioning the existence of faith.
Dir. Terrence Malick · With Brad Pitt, Jessica Chastain, Hunter McCracken

A police chief, about to retire, pledges to help a woman find her daughter's killer.
Dir. Sean Penn · With Jack Nicholson, Helen Mirren, Aaron Eckhart

Two escaped cons' only prayer to escape is to pass themselves off as priests and pass by the police blockade at the border into the safety of Canada.
Dir. Neil Jordan · With Robert De Niro, Sean Penn, Demi Moore

Two brothers cannot overcome their opposite perceptions of life. One brother sees and feels bad in everyone and everything, subsequently he is violent, antisocial and unable to appreciate or enjoy the good things which his brother desperately tries to point out to him.
Dir. Sean Penn · With David Morse, Viggo Mortensen, Valeria Golino
Top Collaborators
Directors with 2+ shared titles, ranked by frequency