Movies Like The Trouble with Jessica (2024)

The Trouble with Jessica is a 2024 comedy, crime, drama film from Matt Winn with a MovieMagicScore of 6.1/10. Here are 20 similar films, ranked by real viewer ratings — starting with The Dilemma and The Celebration.

Comedy Crime Drama

The Dilemma

2011

Longtime friends Ronny and Nick are partners in an auto-design firm. They are hard at work on a presentation for a dream project that would really launch their company. Then Ronny spots Nick's wife out with another man, and in the process of investigating the possible affair, he learns that Nick has a few secrets of his own. As the presentation nears, Ronny agonizes over what might happen if the truth gets out.

5.3

MagicScore

The Celebration

1998

The family of a wealthy businessman gather to celebrate his 60th birthday. During the course of the party, his eldest son presents a speech that reveals a shocking secret.

7.7

MagicScore

Dinner at Eight

1933

An ambitious New York socialite plans an extravagant dinner party as her businessman husband, Oliver, contends with financial woes, causing a lot of tension between the couple. Meanwhile, their high-society friends and associates, including the gruff Dan Packard and his sultry spouse, Kitty, contend with their own entanglements, leading to revelations at the much-anticipated dinner.

6.7

MagicScore

The Tin Drum

1979

Oskar Matzerath is a very unusual boy. Refusing to leave the womb until promised a tin drum by his mother, Agnes, Oskar is reluctant to enter a world he sees as filled with hypocrisy and injustice, and vows on his third birthday to never grow up. Miraculously, he gets his wish. As the Nazis rise to power in Danzig, Oskar wills himself to remain a child, beating his tin drum incessantly and screaming in protest at the chaos surrounding him.

6.9

MagicScore

Stranger Than Fiction

2000

Nothing is as it seems when four friends agree to cover up a killing. When they begin to doubt who among them is telling the truth, they find that life can be stranger than fiction.

5.6

MagicScore

To Be or Not to Be

1942

During the Nazi occupation of Poland, an acting troupe becomes embroiled in a Polish soldier's efforts to track down a German spy.

7.8

MagicScore

A Wife's Nightmare

2014

Liz, just returned home after a mental breakdown, has to welcome a relative stranger into her home when Caitlin, a young, vivacious woman, claims to be her husband's daughter.

6.1

MagicScore

The Gift

2015

Simon and Robyn are a young married couple whose life is going as planned until a chance run-in with Simon's high school acquaintance sends their world into a tailspin.

6.7

MagicScore

Banksters

2020

Karolina works in a bank, she is energetic, self-confident, go-getting. When the latest currency product comes into her hands - a loan in Swiss francs, the woman gets a great chance to prove herself. Having the full consent of his boss - Adam, he unscrupulously starts persuading clients to take the most risky and unfavorable investments. Jan is the gray eminence of the Polish financiers. In his phone, he has contacts to the presidents of the largest banks in Poland. His cynical ideas and decisions affect the economy and the fate of hundreds of thousands of people overnight. Such as Artur - an ambitious head of an IT company who decides to use currency options to develop his business. His partner is Mateusz, who dreams of independence, his own place and the longed-for move away from his in-laws.

5.7

MagicScore

#10

Doe

2018

John is a brilliant linguistic scientist with a loving wife and daughter but with a massive gap in his life. Eight years ago, he turned up out of nowhere, with no memories except a recurring dream. He is sent tumbling down the proverbial rabbit hole after meeting a man that shares a similar condition and learning that there are more like him, all amnesiacs with extraordinary abilities. He convinces his brother-in-law, private investigator Carl, to help him uncover his true identity before his past can rise up to destroy him and his family.

5.5

MagicScore

#11

Perfect Strangers

2022

A dinner party unravels when a tight group of friends agree to leave their phones unlocked on the table, exposing juicy interactions and dark secrets.

6.1

MagicScore

#12

Adulthood

2025

The lives of two siblings are completely upended when they discover a dead body, long buried in their parent’s basement, sending them down a rabbit hole of crime and murder.

6.0

MagicScore

#13

Man Up

2015

A 34 year old single woman, Nancy, hung-over again, exhausted by the endless fruitless set ups by her friends, traveling across London to toast another 10 years of her parent's successful happy magical marriage runs in with a 40 year old divorcee, Jack, who mistakes her for his 24 year old blind date. Nancy, deciding to go with it, happens to hop on the most chaotic yet hilarious journey of her life which neither of them will ever forget.

6.6

MagicScore

#14

Kinds of Kindness

2024

A triptych fable following a man without choice who tries to take control of his own life; a policeman who is alarmed that his wife who was missing-at-sea has returned and seems a different person; and a woman determined to find a specific someone with a special ability, who is destined to become a prodigious spiritual leader.

6.5

MagicScore

#15

Chinese Roulette

1977

A husband and wife lie to each other about their weekend travel plans, only to both show up at the family's country house with their lovers.

7.1

MagicScore

#16

River's Edge

2018

High schooler Haruna befriends loner Yamada, then is drawn into the tangled relationship between him, a model and the girl who loves him unreasonably.

5.9

MagicScore

#17

Jawbreaker

1999

When an exclusive clique of teenage socialites accidentally murder their best friend on the morning of her birthday, the three girls responsible conspire to hide the truth.

6.4

MagicScore

#18

Notting Hill

1999

London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

7.3

MagicScore

#19

Humanist Vampire Seeking Consenting Suicidal Person

2023

Sasha is a young vampire with a serious problem: she's too sensitive to kill. When her exasperated parents cut off her blood supply, Sasha's life is in jeopardy. Luckily, she meets Paul, a lonely teenager with suicidal tendencies who is willing to give his life to save hers. But their friendly agreement soon becomes a nocturnal quest to fulfill Paul's last wishes before day breaks.

7.4

MagicScore

#20

You Don't Know Jack

2010

Controversy and legal problems follow Dr. Jack Kevorkian as he advocates assisted suicide.

7.0

MagicScore

Frequently asked

What are the best movies like The Trouble with Jessica?

The top films similar to The Trouble with Jessica by MovieMagicScore are The Dilemma (5.3), The Celebration (7.7), Dinner at Eight (6.7). Each shares comedy/crime/drama themes and is ranked by real viewer ratings, not critics or studios.

Is The Trouble with Jessica worth watching?

The Trouble with Jessica holds a MovieMagicScore of 6.1/10 from 60 viewer ratings.

What kind of movie is The Trouble with Jessica?

The Trouble with Jessica (2024) is a comedy, crime, drama film directed by Matt Winn, starring Alan Tudyk, Shirley Henderson, Rufus Sewell.

Where can I find more recommendations like The Trouble with Jessica?

Browse the full ranked list above, or explore more comedy recommendations on MovieMagicScore, where every list is ordered by genuine viewer ratings.

Keep exploring

Movies like The Dilemma Movies like The Celebration Movies like Dinner at Eight Movies like The Tin Drum Movies like Stranger Than Fiction Movies like To Be or Not to Be

About movies like The Trouble with Jessica

This ranked list pairs The Trouble with Jessica (2024), a comedy and crime and drama film from Matt Winn, with similar titles by genre, theme and cast overlap (fans of Alan Tudyk take note). Unlike critic-driven sites, every position here is ordered by MovieMagicScore — a rating built only from real viewers, with no studio marketing or paid placement. Scores update as more people rate, so the list stays current.

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