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| James Spader | Mr. Grey | |
| Maggie Gyllenhaal | Lee Holloway | |
| Jeremy Davies | Peter | |
| Lesley Ann Warren | Joan Holloway | |
| Stephen McHattie | Burt Holloway | |
| Patrick Bauchau | Dr. Twardon | |
| Jessica Tuck | Tricia O'Connor | |
| Oz Perkins | Jonathan | |
| Amy Locane | Lee's Sister | |
| Mary Joy | Sylvia | |
| Michael Mantell | Stewart | |
| Lily Knight | Paralegal | |
| Sabrina Grdevich | Allison | |
| Lacey Kohl | Louisa | |
| Julene Renee | Jessica | |
| Lauren Cohn | First Secretary | |
| Ezra Buzzington | Typing Teacher | |
| Kyle Colerider-Krugh | Mr. Garvey | |
| Steven Fierberg | First Date | |
| Herbert Russell | Second Date (as Russell Harper) | |
| David Wiater | Tomato Date | |
| Shannon Convery | New Secretary | |
| Alison Tatlock | TV Reporter | |
| Emmy Collins | Zoo Protester (uncredited) | |
| Diane McGee | Woman with the Purple Boots (uncredited) | |
| Cali T. Rossen | Dancing Party Guest (uncredited) | |
| James Spader | E. Edward Grey |
| Director |
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| Producer | Amy Hobby
Steven Shainberg |
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| Writer | Steven Shainberg
Erin Cressida Wilson |
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| Cinematography | Steven Fierberg
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| Musician | Angelo Badalamenti
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Lee Holloway (Maggie Gyllenhaal) has a few strikes against her when she applies for a secretarial position at the law office of E. Edward Grey (James Spader). At first the work seems quite normal but soon, in between typing, filing and coffee making, Lee and Mr. Grey embark on a more personal relationship together, crossing the lines of conduct that would give any human resource director the vapors! |
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Features
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