Movies Like Jamie's Wager

If you liked Jamie's Wager (2025), a movie directed by Sean Kardar, 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
The Family Jewels (1965)
★ 6.5/10
A young heiress must choose between six uncles, one of which is up to no good and out to harm the girl's beloved bodyguard who practically raised her.
2
Laggies (2014)
★ 6.1/10
Overeducated and underemployed, 28 year old Megan is in the throes of a quarterlife crisis. Squarely into adulthood with no career prospects, no particular motivation to think about her future and no one to relate to…
3
A Merry Christmas Wish (2022)
★ 5.9/10
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event…
4
P.S. I Love You (2007)
★ 7.2/10
A young widow discovers that her late husband has left her 10 messages intended to help ease her pain and start a new life.
5
Taking Care of Business (1990)
★ 6.3/10
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
6
Summer '03 (2018)
★ 5.8/10
16-year-old Jamie Winkle and her extended family are left reeling after her calculating grandmother unveils an array of secrets on her deathbed. As her family deals with her grandmother's surprising dying messages…
7
Solo Mio (2026)
★ 7.5/10
After Matt's dreams of a picturesque Italian wedding are shattered when his fiancée leaves him at the altar, he embarks on his planned honeymoon across Italy alone, immersing himself in the country's vibrant culture…
8
Secondhand Lions (2003)
★ 7.2/10
The comedic adventures of an introverted boy left on the doorstep of a pair of reluctant, eccentric great-uncles, whose exotic remembrances stir the boy's spirit and re-ignite the men's lives.
9
The Half of It (2020)
★ 7.1/10
Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky when Ellie discovers she has feelings…
10
Beau Hunks (1931)
★ 6.8/10
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
11
My Girl (1991)
★ 7.4/10
Vada Sultenfuss is obsessed with death. Her mother is dead, and her father runs a funeral parlor. She is also in love with her English teacher, and joins a poetry class over the summer just to impress him. Thomas J…
12
Thunder Road (2018)
★ 6.8/10
A police officer faces a personal meltdown following a divorce and the death of his mother.
13
Perfect Day (1929)
★ 7/10
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and…
14
The Trouble with Angels (1966)
★ 6.7/10
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and…
15
Our Wife (1931)
★ 7.1/10
Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to…
16
Angela's Christmas (2017)
★ 6.8/10
A trip to church with her family on Christmas Eve gives young Angela an extraordinary idea. A heartwarming tale based on a story by Frank McCourt.
17
Freaky Friday (2003)
★ 6.6/10
Mother and daughter bicker over everything -- what Anna wears, whom she likes and what she wants to do when she's older. In turn, Anna detests Tess's fiancé. When a magical fortune cookie switches their personalities…
18
Death at a Funeral (2007)
★ 6.9/10
A myriad of outrageous calamities befalls an eccentric English clan with more than a few skeletons in its closets when the family's patriarch dies an unexpected death.
19
Only You (1994)
★ 6.7/10
Two childhood paranormal incidents have convinced schoolteacher Faith Corvatch that her true love is a guy named 'Damon Bradley', but she has yet to meet him. Preparing to marry podiatrist Dwayne in ten days, Faith…
20
Eat Pray Love (2010)
★ 6.2/10
A married woman realizes how unhappy her marriage really is, and that her life needs to go in a different direction. After a painful divorce, she takes off on a round-the-world journey to "find herself".