21 Must-Watch Midlife Crisis Movies on Hulu for a Laugh

Waiting to Exhale (1995), directed by Forest Whitaker in his debut role, is a compelling drama centering on the lives of four African-American women in Phoenix, Arizona. Adapted from Terry McMillans bestselling novel, the film powerfully captures the complexities of relationships, love, and resilience. The star-studded cast—Whitney Houston, Angela Bassett, Loretta Devine, and Leila Rochon—delivers outstanding performances portraying women navigating divorce, single parenthood, and loveless marriages. With its stellar soundtrack produced by Babyface, featuring hits from Whitney Houston, Toni Braxton, and Mary J. Blige, the film is a cultural touchstone. Angela Bassetts award-winning role adds further gravitas. Whether for the emotional depth, the remarkable acting, or the iconic music, Waiting to Exhale is a must-watch that continues to resonate with audiences, offering timeless lessons on strength and sisterhood.

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Office Space (1999), directed by Mike Judge, is a must-watch satirical comedy that humorously captures the frustrations of corporate life. The film portrays Peter Gibbons, a software engineer whose botched hypnotherapy session leaves him indifferent to his mundane job, ironically leading to unexpected success. With memorable performances by Ron Livingston, Jennifer Aniston, David Herman, and Stephen Root, the movie brings relatable office humor to life. A brilliant critique of office culture, Office Space has given us iconic catchphrases like case of the Mondays and memorable quotes that resonate with anyone who’s ever felt stifled by bureaucracy. The film's impact was so profound that it inspired Swingline to create a red stapler like the one used by the character Milton due to fan demand. Enriched with a soundtrack featuring artists like Ice Cube and Canibus, Office Space is a timeless classic that makes you laugh while reflecting on corporate monotony, making it essential viewing.

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The Big Year (2011) is a captivating comedy directed by David Frankel that offers a unique blend of humor and adventure. Based on Mark Obmasciks non-fiction book, it follows the journey of three dedicated birdwatchers, played by Steve Martin, Jack Black, and Owen Wilson, passionately competing to spot the rarest birds in North America within a year. The stellar cast delivers delightful performances, bringing life to characters with diverse backgrounds and motivations. The film stands out for its heartwarming narrative, beautiful cinematography by Lawrence Sher, and locations that showcase North America's stunning bird habitats. Despite none of the lead actors being birders in real life, their convincing portrayals add authenticity and charm. With intriguing trivia, unexpected humor, and a compelling storyline about pursuing one's passion, The Big Year is an inspiring and entertaining film well worth watching.

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The Foot Fist Way is an indie comedy gem that offers a hilarious and poignant look into the flawed yet fascinating world of Fred Simmons, an egotistical Tae Kwon Do instructor. Directed by Jody Hill and co-written by Danny McBride and Ben Best, this 2006 film dives into Freds chaotic journey of self-discovery and redemption after discovering his wifes infidelity. McBrides portrayal of Fred showcases his comedic genius, blending humor with heartfelt moments that resonate deeply. The films raw, unfiltered style, paired with memorable quotes and an engaging soundtrack, makes it a cult classic. Its a must-watch for fans of character-driven comedies and anyone looking for a good laugh coupled with a touch of earnestness. Plus, witnessing the debut of the creative team behind celebrated shows like Eastbound & Down adds an extra layer of intrigue.

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Nights in Rodanthe is a touching romantic drama that offers a compelling story of love, redemption, and self-discovery. Directed by George C. Wolfe and featuring riveting performances by Richard Gere and Diane Lane, the film is adapted from Nicholas Sparks beloved novel. Gere, as Dr. Paul Flanner, and Lane, as Adrienne Willis, deliver breathtaking portrayals of two individuals at crossroads, meeting at a quaint North Carolina inn and embarking on a transformative journey. Set against the serene backdrop of Rodanthe, the films storyline is enriched with emotional depth, making it a heartwarming watch. Adding to its allure is a moving soundtrack, including songs by Emmylou Harris and Seal. The film captivates with its exploration of complex emotions and the power of unexpected romance, making it a must-watch for fans of heartfelt and evocative stories.

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How Stella Got Her Groove Back, directed by Kevin Rodney Sullivan and based on Terry McMillans bestselling novel, is a riveting 1998 romantic comedy that explores the rejuvenating power of love. This film invites viewers into the life of Stella Payne, played by the incomparable Angela Bassett, a successful 40-year-old stockbroker who embarks on an unexpected journey of self-discovery during a vacation in Jamaica. Stellas whirlwind romance with a much younger man, portrayed by Taye Diggs in his film debut, challenges her to balance her personal desires with her professional and parental responsibilities. Featuring stellar performances, particularly from Whoopi Goldberg as Stellas wise and humorous confidante, the movie blends humor and heartfelt drama seamlessly. Shot on stunning locations in Jamaica and California, it not only entertains but also encourages reflection on love, life, and the courage to pursue happiness. Angela Bassetts NAACP Image Award-winning performance alone makes it a must-watch.

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Dinner with Friends (2001) is an emotionally resonant drama that delves deep into the complexities of friendship and marriage. Adapted from Donald Margulies Pulitzer Prize-winning play, the film expertly captures the unraveling of relationships through the eyes of two couples. With standout performances by Dennis Quaid, Andie MacDowell, Toni Collette, and Greg Kinnear, viewers are treated to a masterclass in emotive storytelling. Directed by Norman Jewison and enhanced by Dave Grusins evocative score, the film offers introspective dialogues, raw emotions, and a story that resonates universally. Set against the picturesque backdrop of Connecticut and featuring nuanced character development, Dinner with Friends is a compelling exploration of the bonds that hold us together and the strains that test their resilience. Whether youre a fan of character-driven narratives or seeking a poignant cinematic experience, this film promises a thought-provoking journey into the heart of human connections.

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Changeland (2019), directed by Seth Green, is a compelling comedy-drama that delves into the complexities of friendship, life, and self-redemption. Centered around Brandon, played by Seth Green, the story unfolds in the breathtaking landscapes of Thailand following his discovery of his wifes infidelity. Through his unexpected reunion with long-lost friend Dan (Breckin Meyer), Brandon embarks on a journey of emotional healing and self-discovery. The films unique charm lies in its relatable narrative and striking visuals, making it an enriching experience. Seth Greens directorial debut is a testament to his storytelling prowess, with strong performances by Green, Meyer, and Macaulay Culkin. The engaging script, inspired by Greens personal experiences, is complemented by a memorable soundtrack featuring artists like Madilyn Bailey. Despite not receiving any awards, Changeland offers valuable life lessons, making it a must-watch for anyone seeking a heartfelt reflection on personal growth and resilience.

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A Hologram for the King: A Must-Watch Journey of Personal and Cultural Exploration A Hologram for the King, directed by Tom Tykwer and based on Dave Eggers' novel, is a captivating blend of comedy and drama that recounts the story of Alan Clay (Tom Hanks), a fallen corporate salesman venturing to Saudi Arabia to pitch a cutting-edge holographic system to the King. This 2016 film intriguingly captures Alan's struggles with local customs and communication barriers, as he undergoes profound personal growth and self-discovery. Tom Hanks delivers a remarkable performance, embodying Clay’s desperation and humor. The film's nuanced depiction of cultural clash, complemented by strong performances from Sarita Choudhury and Alexander Black, adds depth and authenticity. Filmed across Morocco and Germany, its distinct visual appeal and thought-provoking narrative make it an enlightening experience. For anyone interested in a heartfelt storyline enriched with humor and insight into the human condition, A Hologram for the King is a must-watch.

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Metroland (1998) is a compelling British comedy-drama that delves into the complexities of midlife crises and the struggle between domesticity and youthful dreams. Directed by Philip Saville and based on Julian Barnes novel, it presents a rich narrative centered around Chris, played by the exceptional Christian Bale, whose life in suburban England contrasts sharply with his nostalgic memories of 1960s Paris. Emily Watson and Lee Ross deliver strong performances as Marion and Toni, adding depth to the exploration of personal growth and relational strains. The film’s captivating locations in England, France, and Spain, combined with Mark Knopfler's evocative soundtrack, create an immersive experience that appeals to anyone fond of introspective, character-driven stories. Metroland is a thought-provoking journey of self-discovery that resonates with those contemplating their past and present choices, making it a must-watch for fans of nuanced cinema.

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Wild Men (2021) is an adventurous and comedic film that follows Martin, a disillusioned urbanite who embarks on an extraordinary journey after encountering bigfoot. Directed by Thomas Tom Daneskov and co-written with Zach Sloneker, the movie combines natural settings and advanced CGI to craft a compelling narrative. Martins quest takes a chaotic turn when a monster-hunting reality show captures both him and bigfoot, thrusting them into a survival battle against a vengeful survivalist. The film’s realistic portrayal of Martin’s adventure, combined with its comedic elements, creates a unique cinematic experience. Stellar performances by Benjamin Kasulke (Martin), Jimmy Jax Pinchak (Jeff), and Erin Rose (Hanna) bring depth and humor to the story. Viewers should watch Wild Men for its witty dialogue, engaging plot, and the incredible blend of natural and digital effects that bring a fantastical legend like bigfoot to life in a relatable and entertaining way.

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The Internship (2013) is a must-watch comedy that follows two middle-aged watch salesmen, expertly played by Vince Vaughn and Owen Wilson, as they navigate an unexpected career shift from traditional sales to the tech-savvy world of Google. Directed by Shawn Levy and set against real Google locations, the movie offers a humorous, pseudo-documentary glimpse into the competitive tech industry and Googles unique hiring practices. Vaughn and Wilsons charming chemistry and people skills contrast hilariously with the younger, tech-genius interns they compete against. Rose Byrne and Max Minghella add depth with their roles as a love interest and a rival intern, respectively. Packed with witty lines, including the memorable You cant blend in when you were born to stand out, the film provides both laughs and inspiration. With its blend of real Google culture and relatable themes of reinvention and resilience, The Internship is an engaging watch for anyone interested in a feel-good, tech-themed comedy.

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Grand Canyon (1991), directed by Lawrence Kasdan, offers a compelling exploration of life in Los Angeles through the intertwined lives of six diverse characters. Their stories reflect broader societal issues like violence and racial tension. The stellar cast, featuring Danny Glover, Kevin Kline, Mary McDonnell, and Steve Martin, delivers powerful performances that highlight human connection amidst chaos. The films unique use of the Grand Canyon as a metaphor for spiritual emptiness invites viewers to introspect. With its profound script by Lawrence and Meg Kasdan, an evocative soundtrack by James Newton Howard, and poignant quotes that resonate beyond the screen, Grand Canyon is a cinematic journey that encourages deeper contemplation about society and the human condition. Though it didnt win major awards, its nominations for Best Original Screenplay and McDonnells Golden Globe nod underscore its critical acclaim. This film is a must-watch for those seeking an enriching and thought-provoking experience.

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Funny People (2009) is a captivating American comedy-drama directed by Judd Apatow, featuring stellar performances by Adam Sandler, Seth Rogen, and Leslie Mann. The narrative brilliantly balances humor and profundity, following George Simmons (Sandler), a successful comedian confronting a terminal health condition. This unexpected turn leads him to mentor Ira Wright (Rogen), a struggling comedian. Their evolving friendship unfolds amidst personal and professional dilemmas, making the storyline both heartwarming and humorous. Supported by Apatow's authentic direction, inspired by his own stand-up experiences, the film seamlessly interweaves comedy with deeper emotional themes. The real-life connection of Apatow’s children in the cast enhances its genuine feel. Despite not clinching major awards, Funny People is celebrated for its standout performances, relatable characters, and engaging, meaningful plot. It’s a must-watch for anyone seeking a comedy with heart and a deeper, relatable human experience.

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Sundown is a gripping 2021 film by acclaimed director Michel Franco, featuring standout performances by Tim Roth and Charlotte Gainsbourg. Set in the breathtaking locale of Acapulco, the film navigates the collapse of an ostensibly perfect family vacation into turmoil following an unexpected emergency. Its a profound exploration of family dynamics and the fragility of relationships amidst crises. Francos distinctive, austere style and the enchanting yet brutal setting add depth to this engaging narrative. Premiering at the Venice International Film Festival and tackling bold socio-political themes, Sundown offers a unique cinematic experience that challenges and captivates. The films mature themes and realistic sound design further enhance its compelling storytelling. Its a must-watch for those who appreciate thought-provoking, emotionally complex dramas.

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Big Gold Brick is a quirky comedy-drama released in 2022, directed by Ryan Crosby in his debut film. The movie follows Samuel Liston, a fledgling writer, who gets knocked off his bicycle by the enigmatic Floyd Deveraux. From this moment, Samuel is thrust into Floyds perplexing world, tasked with writing his biography. The films blend of surreal, dark humor and profound existential themes makes for an intriguing watch. Starring Emory Cohen, Andy Garcia, Megan Fox, and Oscar Isaac, the actors bring their characters to life with perfect balance and magnetic intensity. With a vibrant soundtrack that spans indie rock to classic jazz, each twist of the story is complemented by a fitting tune. Ryan Crosby’s unique storytelling style and the film’s surreal blend of comedy and drama create a captivating cinematic experience. If you’re searching for a film that’s both thought-provoking and entertaining, Big Gold Brick is a must-watch.

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Standing Up, Falling Down (2019) is a deeply engaging comedy-drama that strikes a fine balance between humor and emotional depth. Directed by Matt Ratner and written by Peter Hoare, the film follows Scott Rollins (Ben Schwartz), an aspiring comedian who returns to his hometown after failing in New York. His unexpected friendship with Marty (Billy Crystal), a flawed yet delightful dermatologist, creates a heartwarming narrative about resilience, friendship, and self-discovery. Crystal’s charismatic performance and Schwartz's heartfelt portrayal add significant depth to their characters, making their journey relatable and thought-provoking. The film's unique blend of comedy and drama, coupled with its outstanding performances and brilliant script, ensures it resonates deeply with viewers. Its directorial debut by Ratner and the emotive soundtrack by David Schwartz further elevate the experience. Award-nominated and critically acclaimed, this film offers an inspiring look at confronting failures and finding new paths, making it a must-watch.

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What Just Happened, directed by Barry Levinson, is a must-watch satirical comedy-drama that takes you on a chaotic journey through the unpredictable world of Hollywood. Based on Art Linsons autobiographical book, the film offers a candid behind-the-scenes look at the life of a beleaguered Hollywood producer, Ben, portrayed masterfully by Robert De Niro. The film dives into fiery relationships, ego clashes, and the turbulent state of the film industry with biting humor and remarkable realism. The stellar cast, including Sean Penn playing a version of himself and Robin Wright as Bens estranged wife, adds a unique depth to the story. Filmed in the heart of Southern California, it captures both the glamor and the pitfalls of Hollywood. With its engaging plot, authentic performances, and clever satire, What Just Happened provides an entertaining yet insightful look into the film industry, making it a compelling watch for movie enthusiasts.

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While Were Young is a captivating 2015 comedy-drama directed by Noah Baumbach that delves into the transformative journey of Josh and Cornelia, a middle-aged couple invigorated by their newfound friendship with vibrant young duo Jamie and Darby. Audiences will find the films exploration of aging, self-rediscovery, and intergenerational relationships both relatable and thought-provoking. The star-studded cast, featuring Ben Stiller, Naomi Watts, Adam Driver, and Amanda Seyfried, delivers engaging and nuanced performances, adding depth to the sharp, witty script. The authentic New York City backdrop and Baumbachs poignant direction make this movie a visually and emotionally rich experience. For those seeking a blend of humor, introspection, and authentic storytelling, While Were Young offers a compelling look at lifes inevitable changes and the enduring quest to stay young at heart.

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How Stella Got Her Groove Back is a must-watch for anyone who enjoys a heartfelt romantic comedy-drama. Based on Terry McMillans best-selling novel, the film beautifully captures the journey of Stella Payne, portrayed brilliantly by Angela Bassett, as she navigates love and self-discovery on a rejuvenating vacation to Jamaica. Taye Diggs charms as her younger love interest, while Whoopi Goldberg adds delightful humor as Stellas best friend. Directed by Kevin Rodney Sullivan and with a rich soundtrack featuring artists like Mary J. Blige and Boyz II Men, the film offers an emotional and entertaining experience. Its authentic characters, memorable quotes, and stunning settings make it a timeless story about embracing lifes unexpected turns and rediscovering oneself. Angela Bassetts award-winning performance is just one reason to watch this inspiring tale.

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