Release calendarTop 250 moviesMost popular moviesBrowse movies by genreTop box officeShowtimes & ticketsMovie newsIndia movie spotlight
    What's on TV & streamingTop 250 TV showsMost popular TV showsBrowse TV shows by genreTV news
    What to watchLatest trailersIMDb OriginalsIMDb PicksIMDb SpotlightFamily entertainment guideIMDb Podcasts
    OscarsEmmysToronto Int'l Film FestivalHispanic Heritage MonthIMDb Stars to WatchSTARmeter AwardsAwards CentralFestival CentralAll events
    Born todayMost popular celebsCelebrity news
    Help centerContributor zonePolls
For industry professionals
  • Language
  • Fully supported
  • English (United States)
    Partially supported
  • Français (Canada)
  • Français (France)
  • Deutsch (Deutschland)
  • हिंदी (भारत)
  • Italiano (Italia)
  • Português (Brasil)
  • Español (España)
  • Español (México)
Watchlist
Sign in
  • Fully supported
  • English (United States)
    Partially supported
  • Français (Canada)
  • Français (France)
  • Deutsch (Deutschland)
  • हिंदी (भारत)
  • Italiano (Italia)
  • Português (Brasil)
  • Español (España)
  • Español (México)
Use app
  • Cast & crew
  • User reviews
  • Trivia
IMDbPro

50 Ways to Leave Your Lover

  • 2004
  • R
  • 1h 35m
IMDb RATING
5.7/10
1.1K
YOUR RATING
Tori Spelling, Poppy Montgomery, Paul Schneider, and Jennifer Westfeldt in 50 Ways to Leave Your Lover (2004)
Home Video Trailer from New Line Home Entertainment
Play trailer0:43
1 Video
1 Photo
ComedyRomance

A writer decides to leave Los Angeles to restart his life but before leaving, he meets the woman of his dreams and his plans quickly go awry.A writer decides to leave Los Angeles to restart his life but before leaving, he meets the woman of his dreams and his plans quickly go awry.A writer decides to leave Los Angeles to restart his life but before leaving, he meets the woman of his dreams and his plans quickly go awry.

  • Director
    • Jordan Hawley
  • Writer
    • Jordan Hawley
  • Stars
    • Ashley Ummel
    • Sarah Ummel
    • Jack Jozefson
  • See production info at IMDbPro
  • IMDb RATING
    5.7/10
    1.1K
    YOUR RATING
    • Director
      • Jordan Hawley
    • Writer
      • Jordan Hawley
    • Stars
      • Ashley Ummel
      • Sarah Ummel
      • Jack Jozefson
    • 15User reviews
    • 6Critic reviews
  • See production info at IMDbPro
    • Awards
      • 1 win total

    Videos1

    How To Lose Your Lover
    Trailer 0:43
    How To Lose Your Lover

    Photos

    Top cast61

    Edit
    Ashley Ummel
    • Homicidal Twin
    Sarah Ummel
    • Homicidal Twin
    Jack Jozefson
    • Porn Star
    • (as Jack Jozephson)
    Mary Audrey Kneipp
    • Grandmother
    Fred Willard
    Fred Willard
    • Bucky Brandt
    Paul Schneider
    Paul Schneider
    • Owen McCabe
    Jenn Page
    Jenn Page
    • Nature Girl
    Marion Kerr
    Marion Kerr
    • Perky Girl
    Sarah Mahoney
    • Nervous Girl
    Dorian Missick
    Dorian Missick
    • Rob
    Poppy Montgomery
    Poppy Montgomery
    • Allison
    G.O. Parsons
    G.O. Parsons
    • Donnie
    Kaarina Aufranc
    Kaarina Aufranc
    • Eileen
    Jim Zulevic
    Jim Zulevic
    • Jack
    Kelly Lynn Warren
    Kelly Lynn Warren
    • Joan
    Jonathan Sweet
    • Grant
    Tiffany Harrison Sweet
    • Nancy
    Scott Nankivel
    Scott Nankivel
    • Blaine
    • Director
      • Jordan Hawley
    • Writer
      • Jordan Hawley
    • All cast & crew
    • Production, box office & more at IMDbPro

    User reviews15

    5.71K
    1
    2
    3
    4
    5
    6
    7
    8
    9
    10

    Featured reviews

    9peterje98

    It's all in here...

    Jordan Hawley's 'How to Lose Your Lover' is my kind of movie – all about brainy self-examination, funny, and full of twists.

    For me it's genuinely original – goodbyes are always about fake warm feelings, not burning bridges.

    Enjoy the psychosis, the antics, the irreverence and the decadence - but when it counts there is real heart in here, too.

    Setting this sort of thing in LA is something I've never seen.

    I want to call Hawley 'West Coast Woody'.

    Has any movie celebrated the buildings and landmarks of LA in the same way?
    10aparkinson-1

    Very Funny. Really enjoyed it!

    I loved the movie! My wife, a friend and I watched it together and found ourselves laughing really hard. We particularly liked the scenes where the main character did his best to alienate all of his "friends". I'm sure all of us have had similar urges with people we have met either socially or at work, but would never act on them the way he does. The dialogue and reactions really are brilliantly written and cast.

    We also loved the relationships and character development throughout the move, as well as the ending twist.

    A definite must for anyone who loves a good movie and loves to laugh!
    4gradyharp

    How to lose your interest....

    Jordan Hawley wrote and directed this dark 'comedy' about the current state of love/hate relationships in Los Angeles (or inability to create same) with about as much panache as yesterday's onion rings. The storyline has been used so many times that the tread is off the tires.

    LA ghostwriter Owen (Paul Schneider) is a 'nice guy' who sustains an inability to form a satisfactory love relationship. Exasperated with his life style he decides to become a cad: that must be what women (and men) want. He reverses his nice guy tactic and begins telling everyone he encounters just how he feels - and that is usually negative! The only person who doesn't but into his change is his roommate Allison (Poppy Montgomery) who is bisexual and therefore not wholly available. He decides to leave Los Angeles and move to the East Coast where a lucrative deal awaits him to write the memoirs of a famous man. At the last moment he meets one Val (Jennifer Westfeldt), an animal activist: the chemistry is there but each has a conflicting program. Owen is honest with her, a factor that does not chase her away, but both part ways to other parts of the world. Upon return to LA after a disappointing experience on the East Coast, tables turn and surprises arise. And the ending is a mixture of silly and unsatisfying.

    Movies like this are meant to entertain and some of the dialogue is clever albeit acerbic. It just that the idea of relationship examination under these terms is so worn out that the movie just doesn't spark any innovative thoughts. After about thirty minutes into the film this 'audience' lost interest.
    8ccw1138

    Great dialog and a nice love/hate movie about LA

    I thought this was a very well-written, funny and interesting comedy about how people can both love and hate LA, while also finding love for themselves. It's true the movie does look low budget at times. But, the cast does such a fine job (Tori Spelling was even a pleasant surprise), and there is an honesty about Paul Schnedier's character. He starts off as a cynical, "I don't care about this town, or anyone in it" type of guy. But, he gradually grows to recognize what's important about LA is not his perception and bias, but the friends in his life, people he took for granted for far too long. The audience I saw it with at Tribeca really loved it. This film is worth checking out.
    8magnumco

    A heart warming love story

    Beautiful and well worth watching. A successful biographer wonders where his future lies and soon begins to tire of his supposedly shallow life in Los Angeles. When an offer for work on the East Coast comes along he seriously considers burning all his bridges and leave Los Angeles forever. All goes according to plan until a chance encounter at the airport delays his departure.

    I found it funny and enjoyable to watch. Of course it will appeal most to LA residents for the the subtle humor "I like the bus", but any one who has transplanted to a big city will enjoy the movie. It's a very well made movie with Fred Willard providing his usual impeccable humor.

    More like this

    Million Dollar Murder
    5.8
    Million Dollar Murder
    Between
    4.5
    Between
    Ira & Abby
    6.4
    Ira & Abby
    Signed, Sealed, Delivered: From Paris with Love
    7.6
    Signed, Sealed, Delivered: From Paris with Love
    Lying to Be Perfect
    5.8
    Lying to Be Perfect
    The Babymakers
    5.0
    The Babymakers
    Kissing Jessica Stein
    6.5
    Kissing Jessica Stein
    Reef Break
    6.0
    Reef Break
    Raising Waylon
    5.9
    Raising Waylon
    Men Named Milo, Women Named Greta
    6.7
    Men Named Milo, Women Named Greta
    A Surrogate's Nightmare
    5.3
    A Surrogate's Nightmare
    This Space Between Us
    5.6
    This Space Between Us

    Related interests

    Will Ferrell in Anchorman: The Legend of Ron Burgundy (2004)
    Comedy
    Ingrid Bergman and Humphrey Bogart in Casablanca (1942)
    Romance

    Storyline

    Edit

    Did you know

    Edit
    • Trivia
      50 Ways to Leave Your Lover is a song by Paul Simon, released in December 1975.
    • Connections
      Referenced in Dawson's Creek: The Scare (1998)

    Top picks

    Sign in to rate and Watchlist for personalized recommendations
    Sign in

    Details

    Edit
    • Release date
      • September 10, 2004 (United States)
    • Country of origin
      • United States
    • Language
      • English
    • Also known as
      • How to Lose Your Lover
    • Filming locations
      • Los Angeles, California, USA
    • Production companies
      • Davis Entertainment Filmworks
      • March 7th Productions Limited
    • See more company credits at IMDbPro

    Tech specs

    Edit
    • Runtime
      • 1h 35m(95 min)
    • Color
      • Color

    Contribute to this page

    Suggest an edit or add missing content
    • Learn more about contributing
    Edit page

    More to explore

    Recently viewed

    Please enable browser cookies to use this feature. Learn more.
    Get the IMDb App
    Sign in for more accessSign in for more access
    Follow IMDb on social
    Get the IMDb App
    For Android and iOS
    Get the IMDb App
    • Help
    • Site Index
    • IMDbPro
    • Box Office Mojo
    • License IMDb Data
    • Press Room
    • Advertising
    • Jobs
    • Conditions of Use
    • Privacy Policy
    • Your Ads Privacy Choices
    IMDb, an Amazon company

    © 1990-2025 by IMDb.com, Inc.