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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.
Jake Gyllenhaal
Jamie Randall
Anne Hathaway
Maggie Murdock
Oliver Platt
Bruce Winston
Hank Azaria
Dr. Stan Knight
Josh Gad
Josh Randall
Gabriel Macht
Trey Hannigan
Judy Greer
Cindy
Jill Clayburgh
Nancy Randall
George Segal
Dr. James Randall
Kate Jennings Grant
Gina
Katheryn Winnick
"Lisa"
Kimberly Scott
Gail
Peter Friedman
California Man
Nikki DeLoach
Christy
Natalie Gold
Dr. Helen Randall
Megan Ferguson
Farrah
Michael Benjamin Washington
Richard
Bingo O'Malley
Sam
Dorothy Silver
Sophie
Michael Chernus
Jerry
Kate Easton
Amber
Michael Buffer
Pfizer Convention MC
Maïté Schwartz
Texas
Maximilian Osinski
Ned
Ian Harding
Pfizer Trainee #1
Josh Breslow
Pfizer Trainee #2
Ian Novick
Pfizer Trainee #3
Tess Soltau
Pfizer Trainee #4
Constance Brenneman
Pfizer Trainee #5
Scott Cohen
Ted Goldstein
Sharon Wilkins
La Boheme Receptionist
Brian Hutchison
Homeless Man
Dana Dancho
Smiling Receptionist
Lisa Ann Goldsmith
Nurse Janice
Rick Applegate
Viagra Doctor
Jennifer Delaeo
Viagra Receptionist
Deidre Goodwin
Viagra Nurse #1
Geneva Carr
Viagra Nurse #2
Vanessa Aspillaga
Viagra Nurse #3
Kristin Spatafore
Convention Girl #1
Larissa Emanuele
Convention Girl #2
Loretta Higgins
PET Scan Doctor
Jo Newman
Bree
Teri Clark
ER Receptionist
Kevin McClatchy
Justin
Jaimie Alexander
Carol (uncredited)
Aaron Bernard
Bartender (uncredited)
John W. Iwanonkiw
Viagra Guy (uncredited)
Sharyn Kmieciak
UN Convention Attendee (uncredited)
Morgan Wolk
Lilly Spokesmodel (uncredited)
Conan O'Brien
Self (archive footage) (uncredited)