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Summary

Maggie is an alluring free spirit who won't let anyone – or anything – tie her down. But she meets her match in Jamie, whose relentless and nearly infallible charm serves him well with the ladies and the cutthroat world of pharmaceutical sales. Maggie and Jamie's evolving relationship takes them both by surprise, as they find themselves under the influence of the ultimate drug: love.

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Cast

  • Jake Gyllenhaal

    Jake Gyllenhaal

    Jamie Randall

  • Anne Hathaway

    Anne Hathaway

    Maggie Murdock

  • Oliver Platt

    Oliver Platt

    Bruce Winston

  • Hank Azaria

    Hank Azaria

    Dr. Stan Knight

  • Josh Gad

    Josh Gad

    Josh Randall

  • Gabriel Macht

    Gabriel Macht

    Trey Hannigan

  • Judy Greer

    Judy Greer

    Cindy

  • Jill Clayburgh

    Jill Clayburgh

    Nancy Randall

  • George Segal

    George Segal

    Dr. James Randall

  • Kate Jennings Grant

    Kate Jennings Grant

    Gina

  • Katheryn Winnick

    Katheryn Winnick

    "Lisa"

  • Kimberly Scott

    Kimberly Scott

    Gail

  • Peter Friedman

    Peter Friedman

    California Man

  • Nikki DeLoach

    Nikki DeLoach

    Christy

  • Natalie Gold

    Natalie Gold

    Dr. Helen Randall

  • Megan Ferguson

    Megan Ferguson

    Farrah

  • Michael Benjamin Washington

    Michael Benjamin Washington

    Richard

  • Bingo O'Malley

    Bingo O'Malley

    Sam

  • Dorothy Silver

    Dorothy Silver

    Sophie

  • Michael Chernus

    Michael Chernus

    Jerry

  • Kate Easton

    Kate Easton

    Amber

  • Michael Buffer

    Michael Buffer

    Pfizer Convention MC

  • Maïté Schwartz

    Maïté Schwartz

    Texas

  • Maximilian Osinski

    Maximilian Osinski

    Ned

  • Ian Harding

    Ian Harding

    Pfizer Trainee #1

  • Josh Breslow

    Josh Breslow

    Pfizer Trainee #2

  • Ian Novick

    Ian Novick

    Pfizer Trainee #3

  • Tess Soltau

    Tess Soltau

    Pfizer Trainee #4

  • Constance Brenneman

    Constance Brenneman

    Pfizer Trainee #5

  • Scott Cohen

    Scott Cohen

    Ted Goldstein

  • Sharon Wilkins

    Sharon Wilkins

    La Boheme Receptionist

  • Brian Hutchison

    Brian Hutchison

    Homeless Man

  • Dana Dancho

    Dana Dancho

    Smiling Receptionist

  • Lisa Ann Goldsmith

    Lisa Ann Goldsmith

    Nurse Janice

  • Rick Applegate

    Rick Applegate

    Viagra Doctor

  • Jennifer Delaeo

    Jennifer Delaeo

    Viagra Receptionist

  • Deidre Goodwin

    Deidre Goodwin

    Viagra Nurse #1

  • Geneva Carr

    Geneva Carr

    Viagra Nurse #2

  • Vanessa Aspillaga

    Vanessa Aspillaga

    Viagra Nurse #3

  • Kristin Spatafore

    Kristin Spatafore

    Convention Girl #1

  • Larissa Emanuele

    Larissa Emanuele

    Convention Girl #2

  • Loretta Higgins

    Loretta Higgins

    PET Scan Doctor

  • Jo Newman

    Jo Newman

    Bree

  • Teri Clark

    Teri Clark

    ER Receptionist

  • Kevin McClatchy

    Kevin McClatchy

    Justin

  • Jaimie Alexander

    Jaimie Alexander

    Carol (uncredited)

  • Aaron Bernard

    Aaron Bernard

    Bartender (uncredited)

  • John W. Iwanonkiw

    John W. Iwanonkiw

    Viagra Guy (uncredited)

  • Sharyn Kmieciak

    Sharyn Kmieciak

    UN Convention Attendee (uncredited)

  • Morgan Wolk

    Morgan Wolk

    Lilly Spokesmodel (uncredited)

  • Conan O'Brien

    Conan O'Brien

    Self (archive footage) (uncredited)