Movies Like Tailor

If you liked Tailor (2020), a comedy and drama movie directed by Sonia Liza Kenterman, 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
Welcome Home Roscoe Jenkins (2008)
★ 6/10Also comedy and drama
When a celebrated TV show host returns to his hometown in the South, his family is there to remind him that going home is no vacation!
2
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…
3
A Simple Twist of Fate (1994)
★ 6.2/10Also family and comedy
When Michael McCann is thrown over by the woman he loves, he becomes something of a misanthrope and a miser, spending all of his spare money on collectible gold coins. Living in the same town is an affluent family with…
4
Thunderstruck (2012)
★ 6.2/10Also comedy and family
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
5
Little Big League (1994)
★ 6/10Also comedy and family
When the owner of the Minnesota Twins passes away, he bequeaths the team to his preteen grandson. The newly minted head honcho quickly appoints himself manager, causing unrest in an organization that struggles to take…
6
The Longshots (2008)
★ 6.5/10Also drama and family
The true story of Jasmine Plummer who, at the age of eleven, became the first female to play in Pop Warner football tournament in its 56-year history.
7
Six Pack (1982)
★ 6.4/10Also drama and comedy
Stopping briefly in a small Texas town, an itinerant race car driver finds that his stock car, on a trailer behind his motor home, has just been quickly and expertly stripped. He chases down the miscreants, who turn…
8
Shorts (2009)
★ 5.9/10Also family and comedy
A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.
9
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
10
Minions & More Volume 1 (2022)
★ 7/10Also comedy and family
This collection of 10 short films produced by Illumination includes: From the "Despicable Me" franchise: Puppy (2013); Minion Scouts (2019); Training Wheels (2013); The Secret Life of Kyle (2017); Santa's Little…
11
Extreme Makeover: Homer Edition (2026)
★ 7.4/10Also comedy and family
Homer and Marge's fun couples' date night goes off the rails when Marge learns Homer left the kids unsupervised with only the doorbell camera as a babysitter. Frustrated with her imperfect husband, a tipsy Marge stirs…
12
Charlotte's Web 2: Wilbur's Great Adventure (2003)
★ 6/10Also drama and family
Wilbur the pig knows how important friendship is - he learned that from a spider named Charlotte. So when Wilbur meets Cardigan, a lonely lamb, Wilbur immediately makes him his friend.
13
I Believe (2019)
★ 7.8/10Also family and drama
A 9 year old boy experiences God's power in a supernatural way.
14
Code 3 (2025)
★ 7.1/10Also comedy and drama
A burned-out paramedic tries to survive his last 24 hours on the job while training a new recruit.
15
LEGO DC Comics Super Heroes: Justice League - Attack of the Legion of Doom! (2015)
★ 6.6/10Also family and comedy
Crime is on the run as the newly formed Justice League keeps Metropolis safe and this makes evil genius Lex Luthor very unhappy. Together with Black Manta, Sinestro and a gang of ruthless recruits, Lex builds his own…
16
Flora & Ulysses (2021)
★ 6.5/10Also family and comedy
When Flora rescues a squirrel she names Ulysses, she is amazed to discover he possesses unique superhero powers, which take them on an adventure of humorous complications that ultimately change Flora's life--and her…
17
The Call of the Wild (1972)
★ 6.1/10Also drama and family
John Thornton, is a fearless man who's after more than gold; he wants to do what's right. Thornton works for the U.S. mail and is the only person daring and smart enough to figure out how to travel the deadly 600 miles…
18
The Ugly Dachshund (1966)
★ 6.7/10Also comedy and drama
The Garrisons are the "proud parents" of three adorable dachshund pups - and one overgrown Great Dane named Brutus, who nevertheless thinks of himself as a dainty dachsie. His identity crisis results in an uproarious…
19
The 3 Worlds of Gulliver (1960)
★ 6.6/10Also comedy and family
Doctor Gulliver is poor, so nothing - not even his charming fiancée Elisabeth - keeps him in the town he lives. He signs on to a ship to India, but in a storm he's washed off the ship and ends up on an island, which is…
20
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.