Movies Like His Loss/Your Gain

If you liked His Loss/Your Gain (2026), a movie, 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 AI Doc: Or How I Became an Apocaloptimist (2026)
★ 6.9/10
A father-to-be tries to figure out what is happening with all this AI insanity, and explores the most powerful technology humanity has ever created... and what's at stake if we get it wrong.
2
Great Expectations (2012)
★ 6.4/10
Orphan Pip discovers through lawyer Mr. Jaggers that a mysterious benefactor wishes to ensure that he becomes a gentleman. Reunited with his childhood patron, Miss Havisham, and his first love, the beautiful but…
3
Just Friends (2005)
★ 6.2/10
While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.
4
The Spectacular Now (2013)
★ 6.7/10
Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her future beyond school, an unexpected…
5
Kissing Is the Easy Part (2026)
★ 7.3/10
Sean's gunning for MIT. Flora's ditching the SAT. A secret deal with her tenured parents sparks a romance that challenges everything they believe in.
6
Good Advice (2001)
★ 5.9/10
An investment banker loses everything and must discover what's really important in life.
7
The Invention of Lying (2009)
★ 6.2/10
Set in a world where the concept of lying doesn't exist, a loser changes his lot when he invents lying and uses it to get ahead.
8
All of Me (1984)
★ 6.5/10
Just before stubborn millionaire Edwina Cutwater dies, she asks her uptight lawyer, Roger Cobb, to amend her will so that her soul will pass to the young, vibrant Terry Hoskins – but the spiritual transference goes…
9
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.
10
The Distinguished Gentleman (1992)
★ 6/10
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
11
Arbitrage (2012)
★ 6.3/10
A troubled hedge fund magnate, desperate to complete the sale of his trading empire, makes an error that forces him to turn to an unlikely person for help.
12
Falling for Christmas (2022)
★ 6.2/10
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
13
The Best of Me (2014)
★ 7.5/10
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
14
Day of Reckoning (2025)
★ 5.9/10
Put-upon lawman John Dorsey is on the verge of losing his wife and his job as sheriff, so he posses up with bullish U.S. Marshall Butch Hayden to hold outlaw Emily Rusk hostage. A battle of wills ensues as Emily turns…
15
After (2019)
★ 7.1/10
Tessa Young is a dedicated student, dutiful daughter and loyal girlfriend to her high school sweetheart. Entering her first semester of college, Tessa's guarded world opens up when she meets Hardin Scott, a mysterious…
16
Superintelligence (2020)
★ 5.9/10
When an all-powerful Superintelligence chooses to study the most average person on Earth, Carol Peters, the fate of the world hangs in the balance. As the A.I. decides to enslave, save or destroy humanity, it’s up to…
17
The Map That Leads to You (2025)
★ 6.7/10
Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life…
18
Richard Jewell (2019)
★ 7.4/10
Richard Jewell thinks quick, works fast, and saves hundreds, perhaps thousands, of lives after a domestic terrorist plants several pipe bombs and they explode during a concert, only to be falsely suspected of the crime…
19
Of Mice and Men (1992)
★ 7.2/10
Two drifters, one a gentle but slow giant, try to make money working the fields during the Depression so they can fulfill their dreams.
20
Boot Camp (2024)
★ 6.1/10
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.