Best movies like Cadillac Man

If you can't trust a car salesman who can you trust?

A unique, carefully handpicked, selection of the best movies like Cadillac Man Starring Robin Williams, Tim Robbins, Pamela Reed, Fran Drescher, and more. If you liked Cadillac Man then you may also like: 2 Days in the Valley, The Whole Nine Yards, The Woman Chaser, Ruthless People, The Jerky Boys and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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Joe's a car salesman with a problem—he has two days to sell 12 cars or he loses his job. This would be a difficult task at the best of times but Joe has to contend with his girlfriends (he's two-timing), a missing teenage daughter and an ex-wife.

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2 Days in the Valley

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.

The Whole Nine Yards

After a mobster 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 neighbours figure out his true identity and come knocking to see if he'd be up for one more hit—suburban style.

The Woman Chaser

A 1950s used-car salesman (Patrick Warburton) wants to make a low-budget film about a trucker who accidentally runs down a child.

6.6 / 10 1986 Comedy
suggested by: user188x3ifgz4z

Ruthless People

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

The Jerky Boys

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.

Kill the Irishman

Over the summer of 1976, thirty-six bombs detonate in the heart of Cleveland while a turf war raged between Irish mobster Danny Greene and the Italian mafia. Based on a true story, Kill the Irishman chronicles Greene's heroic rise from a tough Cleveland neighborhood to become an enforcer in the local mob.

Betsy's Wedding

Offbeat fashion student Betsy Hopper and her straight-laced investment-banker fiancé Jake Lovell just want an intimate little wedding reception, but Betsy's father Eddie, a Long Island construction contractor, feels so threatened by Jake's rich WASP parents that he blows the ceremony up into a bank-breaking showpiece, sending his wife Lola into a financial panic.

Fargo

Jerry, a small-town Minnesota car salesman is bursting at the seams with debt... but he's got a plan. He's going to hire two thugs to kidnap his wife in a scheme to collect a hefty ransom from his wealthy father-in-law. It's going to be a snap and nobody's going to get hurt... until people start dying. Enter Police Chief Marge, a coffee-drinking, parka-wearing - and extremely pregnant - investigator who'll stop at nothing to get her man. And if you think her small-time investigative skills will give the crooks a run for their ransom... you betcha!

5.7 / 10 2000 Action Comedy
suggested by: user18ctqm0ox7

The Crew

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

The Stunt Man

A fugitive stumbles onto a movie set just when they need a new stunt man, takes the job as a way to hide out and falls for the leading lady while facing off with his manipulative director.

Dirty Work

Unemployed and recently dumped, Mitch and his buddy Sam start a revenge-for-hire business to raise the $50,000 that Sam's father needs to get a heart transplant.

Extract

The owner of a factory that produces flavor extracts, Joel Reynold seems to have it all, but really doesn't. What's missing is sexual attention from his wife, Suzie. Joel hatches a convoluted plan to get Suzie to cheat on him, thereby clearing the way for Joel to have an affair with Cindy, an employee. But what Joel doesn't know is that Cindy is a sociopathic con artist, and a freak workplace accident clears the way for her to ruin Joel forever.

First Sunday

Durell and LeeJohn are best friends and bumbling petty criminals. When told they have one week to pay a $17,000 debt or Durell will lose his son, they come up with a desperate scheme to rob their neighborhood church. Instead, they end up spending the night in the presence of the Lord and are forced to deal with much more than they bargained for.

Freebie and the Bean

Two San Francisco detectives want to bring down a local hijacking boss. But they'll have to get to him before a hitman does.

Married to the Mob

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.

Used Cars

When the owner of a struggling used car lot is killed, it's up to the lot's hot-shot salesman to save the property from falling into the hands of the owner's ruthless brother and used-car rival.

Some Kind of Hero

A Vietnam vet returns home from a prisoner of war camp and is greeted as a hero, but is quickly forgotten and soon discovers how tough survival is in his own country.

Horrible Bosses 2

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.

Stand Up Guys

After serving 28 years in prison for accidentally killing the son of a crime boss, newly paroled gangster Val reunites with his former partners in crime, Doc and Hirsch, for a night on the town. As the three men revisit old haunts, reflect on their glory days and try to make up for lost time, one wrestles with a terrible quandary: Doc has orders to kill Val, and time is running out for him to figure out a way out of his dilemma.

The Undertaker's Wedding

A hapless undertaker becomes embroiled in a mafia war when he's forced to protect the brutal brother of a mob kingpin while be becomes romantically involved with the mob brother's wife.

Home Fries

Dorian and Angus chase down their womanizing stepfather with a helicopter, frightening him to death. In his effort to cover their tracks, Dorian begins investigating his stepfather's mistress, Sally. She works at a fast-food drive-through, she's pregnant and Dorian quickly falls in love with her. Unfortunately, his scheming mother wants Sally dead. And Sally isn't sure she wants Dorian to be her child's father and also his brother.

Swimming with Sharks

Guy is a young film executive who's willing to do whatever it takes to make it in Hollywood. He begins working for famed producer Buddy Ackerman, a domineering, manipulative, coldhearted boss. When Guy also finds out that his cynical girlfriend, Dawn, has been using sex as a career move, he reaches his limit. Guy decides to exact revenge on Buddy by kidnapping him and subjecting him to cruel and unusual punishment.

I Love You to Death

Joey Boca is the owner of a pizza parlour, and has been married to Rosalie for years. When Rosalie discovers that Joey is a womanizer and has been cheating on her for a long time, she goes to extreme lengths to punish him.

Mad Dog Time

With his boss in the madhouse, a mobster is temporary boss of the criminal empire just as vicious rivals threaten the control of the empire.

Moving

Arlo accepts what seems to him to be a dream promotion to Idaho. He soon discovers, however, that moving has its own share of problems.

6.0 / 10 1990 Action Comedy
suggested by: user9095w358zl9

My Blue Heaven

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...

5.6 / 10 2000 Action Comedy
suggested by: happythoughts

Screwed

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.

Secret Admirer

An anonymous love letter left in Michael Ryan's locker on the last day of school wreaks havoc on his life and the lives of everyone who come in contact with it.

The Survivors

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.

Ticker

Ray Nettles, a detective of San Francisco, and his partner Fuzzy must take up to one of the most dangerous terrorist gangs of the city. When one of the terrorists, the beautiful scientist Claire Manning is arrested, Swan, the leader of the terrorists, claims he will detonate bombs throughout the city if she is not released. Because of the possible bloodshed, Nettles calls for the help of explosive expert Frank Glass...

The Good Student

When Ally, a popular teen and local celebrity goes missing, her small suburban town erupts in panic.

Life of Crime

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.

The Biggest Bundle of Them All

A kidnapped mobster (Vittorio De Sica) persuades his captors to help him rob platinum ingots from a train.

Hold-up

Dressed as a clown, the clever rascal Grimm holds up the most secure bank of Montreal and takes 30 hostages. While confusing and ridiculing the police with his strange behavior, he calmly manages to rid the bank of a fortune. But then an unsatisfied companion arouses trouble...

The Marrying Man

Charley Pearl, wealthy heir and gadabout, is slated to marry Adele, the daughter of a Hollywood tycoon. But, during a wild bachelor party in Las Vegas, Charley strikes up a flirtation with nightclub crooner Vicki Anderson that soon leads to her bedroom. When the couple are discovered by Vicki's beau, infamous gangster Bugsy Siegel, he makes a surprising pronouncement -- they'd better marry, or Charley is a dead man.

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