Best movies like Cadillac Man

Similar in 89%

The Undertaker's Wedding (1997)

Plot Summary:

Mario Bellini's life as an undertaker may not be filled with romance, but his funeral parlor certainly sees some action: Business is booming because of a local mob war. While wise guys are being bumped off left and right, Mario is asked by crime boss Alberto to hide his hit man brother Rocco. A love quadrangle forms among Mario and Rocco's long-suffering wife Maria, Rocco and Mario's girlfriend Louise, and the body count suddenly rises.

Similar in 81%

Another Stakeout (1993)

Plot Summary:

Chris and Bill are called upon for their excellent surveillance record to stakeout a lakeside home where a Mafia trial witness is believed to be heading or already hiding. Unlike their earlier _Stakeout_, this time they are accompanied by Gina Garret from the DA's office and her pet rottweiler 'Archie'; their cover, husband and wife with son Bill.

Similar in 80%

Keeping Mum (2005)

Plot Summary:

A pastor preoccupied with writing the perfect sermon fails to realize that his wife is having an affair and his children are up to no good.

Similar in 88%

I Love You to Death (1990)

Plot Summary:

Joey Boca is the owner of a pizza parlor located in Tacoma, Washington, and has been married to Rosalie for years. Rosalie is horrified to discover that Joey is a womanizer and has been cheating on her for a long time. Based on the true story of Frances and Anthony Toto.

Similar in 90%

The Survivors (1983)

Plot Summary:

Having both lost their jobs, two strangers become unlikely friends after a run in with a would be robber, who is actually a hitman with a grudge against the two.

Similar in 80%

Live Free or Die (2006)

Plot Summary:

It's not the crime, it's the cover-up. In small-town, hard-scrabble New Hampshire, foul-mouthed all-talk slacker John "Rugged" Rudgate fancies himself a criminal. When a local plumber stares him down at a pub, Rugged vows revenge, pouring brake fluid in the man's water supply. When the man dies from unrelated causes, Rugged and his side-kick, the even dimmer Jeff, try to cover up what they think i.

Similar in 84%

Ruthless People (1986)

Plot Summary:

A couple, cheated by a vile businessman, kidnap his wife in retaliation, without knowing that their enemy is delighted they did.

Similar in 90%

Life of Crime (2013)

Plot Summary:

Two common criminals get more than they bargained for after kidnapping the wife of a corrupt real-estate developer who shows no interest in paying the $1 million dollar ransom for her safe return.

Similar in 87%

Enid Is Sleeping (1990)

Plot Summary:

Enid only looks like she's sleeping. In fact, she's dead. Shortly after Enid caught her husband Harry in bed with her sister June, a row ensued, whereupon June accidently killed Enid. June's problem now is to hide the truth from the authorities, including her police-officer husband Floyd. Then she decides to reveal Enid's demise, albeit rearranging the damning evidence to make the whole thing look like the accident it really was.

Similar in 88%

Clay Pigeons (1998)

Plot Summary:

Clay is a young man in a small town who witnesses his friend, Earl kill himself because of the ongoing affair that Clay was having with the man's wife, Amanda. Feeling guilty, Clay now resists the widow when she presses him to continue with their sexual affairs. Clay inadvertently befriends a serial killer named Lester Long, who murders the widow in an attempt to "help" his "fishing buddy.".

Similar in 75%

Swimming with Sharks (1994)

Plot Summary:

A young, naive Hollywood studio assistant finally turns the tables on his incredibly abusive producer boss.

Similar in 82%

Death to Smoochy (2002)

Plot Summary:

Tells the story of Rainbow Randolph, the corrupt, costumed star of a popular children's TV show, who is fired over a bribery scandal and replaced by squeaky-clean Smoochy, a puffy fuscia rhinoceros. As Smoochy catapults to fame - scoring hit ratings and the affections of a network executive - Randolph makes the unsuspecting rhino the target of his numerous outrageous attempts to exact revenge and reclaim his status as America's sweetheart.

Similar in 77%

The Crew (2000)

Plot Summary:

Four retired mobsters plan one last crime to save their retirement home.

Similar in 90%

The Jerky Boys (1995)

Plot Summary:

When two unemployed telephone pranksters decide to use their vocal "talents" to impersonate a Chicago mob boss and curry favor with organized crime in New York, the trouble begins. It isn't long before Johnny and Kamal (the "Jerky Boys" of crank call fame) are wanted by the local mafia, the police, and their neighbor.

Similar in 80%

Friends and Family (2001)

Plot Summary:

Children and parents. In New York City, Stephen and Danny live well: they're smooth, cool, in love, and good at what they do. Stephen's Midwestern parents pay them a surprise visit. Meanwhile, Jenny and Matt tell their parents they are engaged: Matt's parents, Midwestern paramilitary fanatics, take it as a sign to gather their group to invade New York. Jenny's father is the local Mob boss who employs Stephen and Danny as enforcers. He's unhappy that Jenny is marrying someone who is neither Sicilian nor Catholic. Stephen's parents know he's gay, they just don't know what his job is. Here come the parents; will the children survive? All roads lead to the engagement party.

Similar in 87%

Married to the Mob (1988)

Plot Summary:

Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.

Similar in 79%

King's Ransom (2005)

Plot Summary:

Hoping to foil his own gold-digging wife's plan, a loathsome businessman arranges his own kidnapping, only to realize that there are plenty of other people interested in his wealth as well.

Similar in 76%

Screwed (2000)

Plot Summary:

A chauffeur kidnaps his rich boss's dog to hold it for ransom, but when she accidentally gets the dog back, she thinks that it's the chauffeur who's been kidnapped.

Similar in 86%

What's the Worst That Could Happen? (2001)

Plot Summary:

Thief Kevin Caffery attempts to rob from the home of rich businessman Max Fairbanks. But Fairbanks catches him and steals his cherished ring that his girlfriend gave him. Caffery is then bent on revenge and getting his ring back with the help of his partners.

Similar in 76%

Wise Guys (1986)

Plot Summary:

Harry Valentini and Moe Dickstein are both errand boys for the Mob. When they lose $250,000, they are set up to kill each other. But they run off to Atlantic City and comedy follows.

Similar in 82%

Horrible Bosses 2 (2014)

Plot Summary:

Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.

Similar in 83%

Chain of Fools (2000)

Plot Summary:

An avid detective is assigned to investigate the heist of a batch of precious coins that end up in the hands of a suicidal barber.

Similar in 80%

A Fish Called Wanda (1988)

Plot Summary:

A diamond advocate is attempting to steal a collection of diamonds, yet troubles arise when he realizes that he is not the only one after the diamonds.

Similar in 79%

Nothing to Lose (1997)

Plot Summary:

Advertising executive Nick Beame learns that his wife is sleeping with his employer. In a state of despair, he encounters a bumbling thief whose attempted carjacking goes awry when Nick takes him on an involuntary joyride. Soon the betrayed businessman and the incompetent crook strike up a partnership and develop a robbery-revenge scheme. But it turns out that some other criminals in the area don't appreciate the competition.

Similar in 82%

Horrible Bosses (2011)

Plot Summary:

For Nick, Kurt and Dale, the only thing that would make the daily grind more tolerable would be to grind their intolerable bosses into dust. Quitting is not an option, so, with the benefit of a few-too-many drinks and some dubious advice from a hustling ex-con, the three friends devise a convoluted and seemingly foolproof plan to rid themselves of their respective employers... permanently.

Similar in 75%

The Big White (2005)

Plot Summary:

To remedy his financial problems, a travel agent has his eye on a frozen corpse, which just happens to be sought after by two hitmen.

Similar in 85%

The Whole Nine Yards (2000)

Plot Summary:

A mobster named Jimmy the Tulip agrees to cooperate with an FBI investigation in order to stay out of prison; he's relocated by the authorities to a life of suburban anonymity as part of a witness protection program. It's not long before a couple of his new neighbors figure out his true identity and come knocking to see if he'd be up for one more hit, suburban style.

Similar in 75%

My Blue Heaven (1990)

Plot Summary:

FBI agent Barney Coopersmith is assigned to protect former Mafia figure turned informant Vincent Antonelli. In the witness protection program one is supposed to keep a low profile, but that is something that Antonelli has trouble doing. Coopersmith certainly has his hands full keeping Antonelli away from the Mafia hitmen who want to stop him testifying, not to mention the nightclubs.

Similar in 84%

2 Days in the Valley (1996)

Plot Summary:

In a sleepy bedroom community of LA's San Fernando Valley, the murder of a professional athlete by two hit men sets into motion a chain of events that puts the mundane lives of a dozen residents on a collision course. This clever tale tells the story of two hit men, a mistress, a nurse, a vindictive ex-wife, a wealthy art dealer and his lovelorn assistant, a suicidal writer and his dog, and a bitter cop and his partner.