Secretary poster

Secretary

"Assume the position."

Movie R 2002 1h 51m 6.8 /10
Directed by Steven Shainberg

Lee Holloway has just left a mental hospital and takes a job as secretary to a demanding lawyer known as Mr. Grey. What begins as a conventional office relationship quickly shatters the line between professional duties and personal control. He imposes clear rules and rigid standards, and she... Read more

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Streaming availability last verified: January 31, 2026

About Secretary

Lee Holloway has just left a mental hospital and takes a job as secretary to a demanding lawyer known as Mr. Grey. What begins as a conventional office relationship quickly shatters the line between professional duties and personal control. He imposes clear rules and rigid standards, and she agrees to them with a mix of fear, curiosity, and a growing sense of autonomy. As their daily exchanges tiptoe between authority and intimacy, Lee discovers new sides of herself, while Mr. Grey confronts his own complicated appetite for order and submission. Their dynamic unfolds with a dry, sly humor that keeps the mood off balance, turning a simple workplace tale into something much more intimate and provocative.

Released in 2002, the film was directed by Steven Shainberg with a screenplay by Erin Cressida Wilson, adapting Mary Gaitskill's short story Secretary. It marked a notable collaboration that helped launch a bold indie romance and showcased a restrained, offbeat style.

Across its domestic and international release the film grossed about 9.3 million dollars worldwide, well above its four million dollar budget. The modest box office reflected its status as an artful but accessible adult drama that found wary audiences in art houses and festival circuits.

Secretary became a notable entry in early 2000s indie cinema, remembered for Maggie Gyllenhaal's breakthrough performance and a stylish, understated approach to a taboo subject. The film sparked conversations about sexual autonomy and power in relationships, while earning a place in discussions about bold romantic comedies. It also helped push indie releases into broader markets and lingered in pop culture as a reference for complex romantic power dynamics.

Critics responded to its dry humor and restrained direction, praising the performances and the screenplay. The film centers on control and consent within a volatile romance, offering a meditation on healing and self confidence as the relationship matures, balancing wit with unexpected emotional warmth. Feeling real stakes without cynicism, the film earns lasting regard.

Details

Release Date
September 20, 2002
Runtime
1h 51m
Rating
R
User Ratings
1,830 votes
Type
Movie
Genres
Romance, Drama, Comedy
Country
United States
Studio
Slough Pond +2 more
Budget
$4,000,000
Box Office
$9,300,000
External Links
View on IMDB

Official Trailer

Cast

James Spader

James Spader

Mr. Grey

Maggie Gyllenhaal

Maggie Gyllenhaal

Lee Holloway

Jeremy Davies

Jeremy Davies

Peter

Lesley Ann Warren

Lesley Ann Warren

Joan Holloway

Stephen McHattie

Stephen McHattie

Burt Holloway

Patrick Bauchau

Patrick Bauchau

Dr. Twardon

Jessica Tuck

Jessica Tuck

Tricia O'Connor

Osgood Perkins

Osgood Perkins

Jonathan

Amy Locane

Amy Locane

Lee's Sister

Mary Joy

Mary Joy

Sylvia

Director: Steven Shainberg

Written by: Erin Cressida Wilson, Mary Gaitskill

Frequently Asked Questions

Secretary is not currently available on streaming subscription services, but you can rent or buy it on Apple iTunes, Google Play, Vudu, and Amazon Video.

Yes, you can rent on Apple iTunes, Google Play, Vudu, and Amazon Video or buy on Apple iTunes, Google Play, Vudu, and Amazon Video.

With a rating of 6.8/10 from 1,830 viewers, Secretary is considered decent by viewers and may be worth checking out.

Lee Holloway has just left a mental hospital and takes a job as secretary to a demanding lawyer known as Mr. Grey. What begins as a conventional office relationship quickly shatters the line between professional duties and personal control. He imposes clear rules and rigid standards, and she agre...

Secretary stars James Spader, Maggie Gyllenhaal, Jeremy Davies, Lesley Ann Warren, and Stephen McHattie.

Secretary was directed by Steven Shainberg.

Secretary was released on September 20, 2002.

Secretary is a Romance, Drama, and Comedy film.

No, Secretary is a fictional film. It tells a story that isn’t presented as a true-life event.

James Spader plays Mr. Grey, the demanding lawyer who employs Lee Holloway. His character is central to the film's power dynamic and evolving relationship.

Maggie Gyllenhaal plays Lee Holloway, the young secretary at the center of the story. Her performance anchors the film's romantic, dramatic, and darkly comedic tones.

Secretary is rated R, so it’s intended for adult audiences. It contains mature themes and content that may not be suitable for minors. If you’re considering it for someone younger, you might want to review the material first.