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Movies like Greenberg (2010)

The best movies like Greenberg (2010) are Enemies, a Love Story (1989), Numb (2007) and How to Please a Woman (2022). If Greenberg hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  2. Numb (2007)

    Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  3. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  4. Just Before I Go (2015)

    Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decides to go home and face the people he feels are responsible for creating the shell of a person he has become. But life is tricky. The more determined Ted is to confront his demons, to get closure, and to withdraw from his family, the more Ted is yanked into the chaos of their lives. So, when Ted Morgan decides to kill himself, he finds a reason to live.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  5. Solitary Man (2009)

    A car magnate watches his personal and professional life hit the skids because of his business and romantic indiscretions.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  6. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  7. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  8. He Was a Quiet Man (2007)

    An unhinged office worker who planned to go on a shooting spree at his workplace struggles with his newfound status as a hero after he ends up stopping a shooting spree instead.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  9. All About Sex (2020)

    Three friends in their mid-20s struggle to navigate their professional and personal lives, colliding head on with the messy, hilarious and dreadful growing pangs of adulthood.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  10. Is This Thing On? (2025)

    As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  11. Voicemails for Isabelle (2026)

    A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Absolute CinemaMovies like this
  12. Hello I Must Be Going (2012)

    An affair with a 19-year old actor helps reinvigorate life for thirty-something Amy after she moves home to her parents’ house following her divorce.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

  13. Love & Sex (2000)

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  14. Great Expectations (1998)

    Loosely based on the Charles Dickens' classic novel, "Great Expectations" is a sensual tale of a young man's unforgettable passage into manhood, and the three individuals who will undeniably change his life forever. Through the surprising interactions of these vivid characters, "Great Expectations" takes a unique and contemporary look at life's great coincidences.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  15. Walking and Talking (1996)

    Just as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  16. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  17. Jack Goes Boating (2010)

    A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  18. Bunny and the Bull (2009)

    A young shut-in takes an imaginary road trip inside his apartment, based on mementos and memories of a European trek from years before.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  19. Snow Angels (2007)

    Waitress Annie has separated from her suicidal alcoholic husband, Glenn. Glenn has become an evangelical Christian, but his erratic attempts at getting back into Annie's life have alarmed her. High school student Arthur works at Annie's restaurant, growing closer to a new kid in town, Lila, after class. When Glenn and Annie's daughter goes missing, the whole town searches for her, as he increasingly spirals out of control.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  20. Shrink (2009)

    Unable to cope with a recent personal tragedy, LA's top celebrity shrink turns into a pothead with no concern for his appearance and a creeping sense of his inability to help his patients.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  21. Wilbur Wants to Kill Himself (2002)

    The strange comedy film of two close brothers; one, Wilbur, who wants to kill himself, and the other, Harbour, who tries to prevent this. When their father dies leaving them his bookstore they meet a woman who makes their lives a bit better yet with a bit more trouble as well.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  22. Italian for Beginners (2000)

    Several lonely hearts in a semi-provincial suburb of a town in Denmark use a beginner's course in Italian as the platform to meet the romance of their lives. The film, which unspools the connections and family drama shared between the students, complies with several aesthetic principles of Dogme 95 movement.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  23. Harold and Maude (1971)

    A deadpan young man obsessed with death meets an eccentric septuagenarian who teaches him to live life to the fullest.

    Why it matches: Similar story and style · both comedy & drama

    Worth the HypeMovies like this
  24. The Secret Life of Words (2005)

    A solitary nurse bonds with a badly burned patient who survived an accident on an oil rig.

    Why it matches: Similar story and style · both romance & drama

    Worth the HypeMovies like this
  25. Pretty Woman (1990)

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

    Why it matches: Similar story and style · both romance & comedy

    Worth the HypeMovies like this
  26. Barton Fink (1991)

    A renowned New York playwright is enticed to California to write for the movies and discovers the hellish truth of Hollywood.

    Why it matches: Similar story and style · both comedy & drama

    Worth the HypeMovies like this
  27. Night on Earth (1991)

    A quintet of cabbies in five cities and their remarkable fares on the same eventful night.

    Why it matches: Similar story and style · both comedy & drama

    Worth the HypeMovies like this
  28. No Hit Wonder (2025)

    Daniel is a singer who became famous overnight thanks to one song. But for the aspiring artist, the dream of fame was short-lived: his song turned out to be a one-hit wonder, and Daniel fell into a deep depression when his subsequent songs failed to connect with audiences. Daniel soon finds himself with few options left – he wants to end his life. However, his suicide attempt fails and he ends up in a secure psychiatric ward. He is allowed to leave on one condition: he must use his music to make a group of depressed people happy.

    Why it matches: Similar story and style · both comedy & drama

  29. Jackie Brown (1997)

    Jackie Brown is a flight attendant who gets caught in the middle of smuggling cash into the country for her gunrunner boss. When the cops try to use Jackie to get to her boss, she hatches a plan — with help from a bail bondsman — to keep the money for herself.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  30. Beverly Hills Cop (1984)

    Fast-talking, quick-thinking Detroit street cop Axel Foley has bent more than a few rules and regs in his time, but when his best friend is murdered, he heads to sunny Beverly Hills to work the case like only he can.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like Greenberg and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Greenberg?

The closest matches to Greenberg are Enemies, a Love Story (1989), Numb (2007) and How to Please a Woman (2022). Below are 27 more, each with the reason it matches.

What should I watch after Greenberg?

Start with Enemies, a Love Story (1989), the closest match to Greenberg.

What is the highest-rated movie like Greenberg?

Voicemails for Isabelle (2026), rated 8.3/10 by 1,048 TMDB users.

What is the newest movie like Greenberg?

Voicemails for Isabelle (2026) is the most recent release on this list.

Are there English movies like Greenberg?

Yes: Enemies, a Love Story (1989), Numb (2007) and How to Please a Woman (2022).

How are movies similar to Greenberg chosen?

First come films that Trakt’s viewers watch alongside Greenberg, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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