If you loved the emotional rollercoaster and sharp wit of 'The Divorce Insurance (2025),' you're in for a treat! This article explores 10 movies and TV shows that capture similar themes of love, betrayal, and dark humor. Whether you're looking for more legal drama, relationship complexities, or just a good laugh, these recommendations will keep you entertained. Dive in and discover your next binge-worthy favorite!

The War of the Roses (1989)
Description: A dark comedy about a divorce that turns into a bitter battle, similar to 'The Divorce Insurance (2025)' in its exploration of how far couples will go to hurt each other during a split. Both films use humor to underscore the tragedy of a love turned sour.
Fact: Directed by Danny DeVito, who also appears in the film. Based on the novel by Warren Adler. The film's title is a play on the historical 'War of the Roses'.


Waiting to Exhale (1995)
Description: Like 'The Divorce Insurance (2025)', this film explores the lives of women navigating love and loss, with a focus on the emotional aftermath of divorce. Both stories celebrate female friendship as a source of strength.
Fact: Based on Terry McMillan's novel. Whitney Houston's first major film role. The soundtrack, featuring Houston and others, was a massive hit.


The First Wives Club (1996)
Description: This comedy about three divorced women seeking revenge on their ex-husbands shares with 'The Divorce Insurance (2025)' themes of empowerment and solidarity among women post-divorce. Both highlight the financial and emotional aspects of starting over.
Fact: Based on the novel by Olivia Goldsmith. The film's theme song, 'You Don't Own Me', became a feminist anthem. Goldie Hawn, Bette Midler, and Diane Keaton performed their own stunts.


Under the Tuscan Sun (2003)
Description: This film resonates with 'The Divorce Insurance (2025)' in its portrayal of a woman rebuilding her life after divorce, finding new purpose and love in unexpected places. Both stories celebrate resilience and new beginnings.
Fact: Based on Frances Mayes' memoir. Diane Lane received a Golden Globe nomination for her performance. The villa in the film is a real place in Cortona, Italy.


Something's Gotta Give (2003)
Description: This romantic comedy about love later in life shares with 'The Divorce Insurance (2025)' themes of second chances and the complexities of relationships post-divorce. Both films blend humor with heartfelt moments.
Fact: Jack Nicholson and Diane Keaton's chemistry was praised. Keaton's turtleneck sweaters became a fashion trend. The Hamptons house in the film is Nancy Meyers' own.


The Squid and the Whale (2005)
Description: A raw and honest portrayal of a family's breakdown during divorce, similar to 'The Divorce Insurance (2025)' in its exploration of the impact on children and the bitterness between ex-spouses. Both films use dark humor to address painful subjects.
Fact: Written and directed by Noah Baumbach, based on his own childhood. The title refers to a diorama at the American Museum of Natural History. The film was shot in just 23 days.


The Break-Up (2006)
Description: This film shares with 'The Divorce Insurance (2025)' the theme of a couple's post-relationship dynamics, highlighting the emotional and logistical challenges of splitting assets and lives. Both stories blend humor with the pain of separation.
Fact: Vince Vaughn and Jennifer Aniston's off-screen chemistry fueled rumors of a real-life romance. The script was inspired by real-life break-up stories from the writers. The film's ending was controversial for its unconventional resolution.


Eat Pray Love (2010)
Description: Like 'The Divorce Insurance (2025)', this film follows a woman's journey of self-discovery after a painful divorce. Both stories emphasize the importance of personal growth and finding happiness independently.
Fact: Based on Elizabeth Gilbert's bestselling memoir. Julia Roberts was paid $15 million for her role. The film was shot in Italy, India, and Indonesia.


It's Complicated (2009)
Description: A romantic comedy about the complexities of post-divorce relationships, similar to 'The Divorce Insurance (2025)' in its humorous yet poignant look at love after marriage. Both films explore the idea that divorce doesn't always mean the end of a relationship.
Fact: Meryl Streep and Alec Baldwin's first on-screen pairing. Written and directed by Nancy Meyers, known for her sophisticated romantic comedies. The bakery scenes were filmed at a real bakery in Santa Barbara.


Divorce (2016)
Description: This series explores the complexities of divorce, much like 'The Divorce Insurance (2025)', focusing on the emotional and financial struggles that come with the end of a marriage. Both delve into the personal growth and challenges faced by individuals navigating separation.
Fact: Created by Sharon Horgan, known for her sharp wit in depicting relationships. Stars Sarah Jessica Parker, marking her return to HBO after 'Sex and the City'. The show was praised for its realistic portrayal of modern divorce.
