Darkly Funny Films & Shows Like Len and Company

Description: A quirky, stylized portrayal of a dysfunctional family, with each member dealing with their own personal failures and unresolved issues.

Fact: The film's distinctive aesthetic includes a carefully curated color palette and vintage costumes to enhance its storybook-like quality.

Description: A holiday-themed film that delves into family tensions, acceptance, and the challenges of blending into a tight-knit, eccentric family.

Fact: The house used for filming was a real family home, which added to the authentic, lived-in feel of the movie.

Description: Delves into the complexities of family dynamics and divorce, focusing on the emotional fallout on children and the strained relationships between parents.

Fact: The story is semi-autobiographical, drawing heavily from the director's own childhood experiences.

Description: A heartfelt yet darkly comedic road trip movie that explores themes of family unity, personal failure, and the pursuit of dreams.

Fact: The iconic yellow VW bus used in the film was found abandoned in a junkyard and restored for the movie.

Description: A darkly comedic look at family dysfunction, sibling rivalry, and the messy, often painful nature of close relationships.

Fact: The film was shot on location in New York, with many scenes taking place in a single house to emphasize claustrophobic family tensions.

Description: A poignant look at sibling relationships and the burdens of caring for an aging parent, blending humor with deep emotional resonance.

Fact: The film's screenplay was partially inspired by the director's own experiences with her father's declining health.

Description: Examines modern family dynamics, focusing on the challenges and complexities of relationships, identity, and parenthood.

Fact: The script was inspired by the director's own experiences and observations of contemporary family life.

Description: A raw and intimate portrayal of family conflict, addiction, and reconciliation during a wedding weekend.

Fact: The wedding scenes were filmed in real time to create a documentary-like feel, with actors improvising much of their dialogue.

Description: Explores themes of personal dysfunction and midlife crisis through a character who struggles with social interactions and self-worth, set against a backdrop of familial and romantic tensions.

Fact: The film was shot in just 30 days, and much of the dialogue was improvised by the actors.

Description: A darkly comedic and dramatic exploration of a highly dysfunctional family reuniting under stressful circumstances, revealing deep-seated resentments and secrets.

Fact: The film is based on a Pulitzer Prize-winning play, and much of the dialogue was retained verbatim from the original script.