Movies Like Death of an Umbrella Salesman

If you liked Death of an Umbrella Salesman (2018), a comedy and drama movie directed by Steve Herold, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Don't Think Twice (2016)
★ 6.4/10Also comedy and drama
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
2
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
3
The Good Half (2024)
★ 6.2/10Also comedy and drama
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
4
Chloe and Theo (2015)
★ 5.9/10Also comedy and drama
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We…
5
Sometimes Always Never (2019)
★ 6.4/10Also drama and comedy
Alan is a stylish tailor with moves as sharp as his suits. He has spent years searching tirelessly for his missing son Michael who stormed out over a game of Scrabble. With a body to identify and his family torn apart…
6
Wild Oats (2016)
★ 6.1/10Also comedy and drama
Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of…
7
The Happiest Millionaire (1967)
★ 6.8/10Also comedy and drama
A happy and unbelievably lucky young Irish immigrant, John Lawless, lands a job as the butler of an unconventional millionaire, Biddle. His daughter, Cordelia Drexel Biddle, tires of the unusual antics of her…
8
Chang Can Dunk (2023)
★ 6.7/10Also comedy and drama
Chang, a 16-year-old, Asian American, bets the high school basketball star that he can dunk by Homecoming. The bet leads 5' 8" Chang on a quest to learn to dunk—not only to impress his crush, Kristy, but to gain the…
9
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
10
Roll Bounce (2005)
★ 6.9/10Also comedy and drama
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.
11
Afterlife of the Party (2021)
★ 6.7/10Also comedy and drama
A social butterfly who dies during her birthday week is given a second chance to right her wrongs on Earth.
12
Feel the Beat (2020)
★ 7.5/10Also comedy and drama
After failing to make it on Broadway, April returns to her hometown and reluctantly begins training a misfit group of young dancers for a competition.
13
Swimming with Men (2018)
★ 6/10Also comedy and drama
A man who is suffering a mid-life crisis finds new meaning in his life as part of an all-male, middle-aged, amateur synchronised swimming team.
14
Madea Goes to Jail - The Play (2006)
★ 7.5/10Also comedy and drama
Madea returns in another hilarious story in which she gets sent to the big house. But regardless of the circumstances, she gives her trademark advice and wisdom to her friends and family as they learn the importance of…
15
Beverly Hills Chihuahua 2 (2011)
★ 5.9/10Also comedy
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the…
16
A Thousand Words (2012)
★ 6.1/10Also drama and comedy
Jack McCall is a fast-talking literary agent, who can close any deal, any time, any way. He has set his sights on New Age guru Dr. Sinja for his own selfish purposes. But Dr. Sinja is on to him, and Jack’s life comes…
17
Dog Gone (2008)
★ 6.5/10Also comedy
A courageous boy battles a gang of bumbling thieves to rescue a dog carrying a fortune in stolen diamonds.
18
Where the Money Is (2000)
★ 5.9/10Also comedy and drama
Henry Manning has come up with a new way to break out of prison: fake a stroke and get transferred to a nursing home. It's a perfect plan, except for one thing: the woman assigned to take care of him at the nursing…
19
Buffaloed (2020)
★ 6.6/10Also comedy and drama
Set in the underworld of debt-collecting, homegrown hustler Peg Dahl will do anything to escape Buffalo, NY.
20
Shadow of the Thin Man (1941)
★ 7/10Also comedy
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of…