Movies Like Ambition's Folly

If you liked Ambition's Folly, a movie directed by Trinity Henry, 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
Hateship Loveship (2014)
★ 5.8/10
A shy caretaker believes that the father of her teenage charge is falling in love with her, unaware that she is actually the victim of the girl's prank.
2
American Movie (1999)
★ 7.5/10
American Movie documents the story of filmmaker Mark Borchardt, his mission, and his dream. Spanning over two years of intense struggle with his film, his family, financial decline, and spiritual crisis, American Movie…
3
Beau Hunks (1931)
★ 6.8/10
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
4
Rosencrantz & Guildenstern Are Dead (1991)
★ 6.9/10
Rosencrantz and Guildenstern, minor characters from the play 'Hamlet', find themselves on the road to Elsinore Castle at the behest of the King of Denmark. The duo encounter a band of players before arriving to find…
5
Dug's Special Mission (2009)
★ 7/10
Dug is sent on foolish missions by Alpha, Beta, and Gamma so they can hunt for the Bird of Paradise Falls by themselves. Dug may find that where he belongs is not where he's been looking.
6
The Disaster Artist (2017)
★ 7.1/10
An aspiring actor in Hollywood meets an enigmatic stranger by the name of Tommy Wiseau, the meeting leads the actor down a path nobody could have predicted; creating the worst movie ever made.
7
Inner Workings (2016)
★ 7.8/10
This is the story of the internal struggle between a man's Brain—a pragmatic protector who calculates his every move, and his Heart—a free-spirited adventurer who wants to let loose.
8
Sometimes I Think About Dying (2024)
★ 6.8/10
Fran likes to think about dying. It brings sensation to her quiet life. When she makes the new guy at work laugh, it leads to more: a date, a slice of pie, a conversation, a spark. The only thing standing in their way…
9
Mutiny on the Bounty (1962)
★ 7.1/10
The Bounty leaves Portsmouth in 1787. Its destination: to sail to Tahiti and load bread-fruit. Captain Bligh will do anything to get there as fast as possible, using any means to keep up a strict discipline. When they…
10
Lend a Paw (1941)
★ 6.9/10
Jealous over Mickey's attention to a kitten, Pluto's devil-self argues with his angel-self over whether or not to rescue the kitten when it falls into a well. The angel-self wins, and Pluto is treated like a hero. In…
11
An Officer and a Gentleman (1982)
★ 7/10
Zack Mayo is an aloof, taciturn man who aspires to be a navy pilot. Once he arrives at training camp for his 13-week officer's course, Mayo runs afoul of abrasive, no-nonsense drill Sergeant Emil Foley. Mayo is an…
12
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…
13
Being James Bond (2021)
★ 7.8/10
Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in…
14
Uncut Gems (2019)
★ 7.2/10
A charismatic New York City jeweler always on the lookout for the next big score makes a series of high-stakes bets that could lead to the windfall of a lifetime. Howard must perform a precarious high-wire act…
15
Mutiny on the Bounty (1935)
★ 7.4/10
Fletcher Christian successfully leads a revolt against the ruthless Captain Bligh on the HMS Bounty. However, Bligh returns one year later, hell bent on revenge.
16
Corner Office (2023)
★ 6.5/10
In this office satire, Orson, a straight-laced employee, retreats to a blissfully empty corner office to get away from his lackluster colleagues. But why does this seem to upset them so much?
17
A Different Man (2024)
★ 6.9/10
Aspiring actor Edward undergoes a radical medical procedure to drastically transform his appearance. But his new dream face quickly turns into a nightmare.
18
Only the Lonely (1991)
★ 6.2/10
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the…
19
Yes, God, Yes (2020)
★ 6.3/10
Alice, a young innocent Catholic girl, is tempted into masturbating after an AOL chat suddenly turns sexual, however is conflicted as the act would be considered a sin.
20
Hardball (2001)
★ 6.5/10
An aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.