Movies Like The First $20 Million Is Always the Hardest (2002)

The First $20 Million Is Always the Hardest is a 2002 comedy film from Mick Jackson with a MovieMagicScore of 6.0/10. Here are 20 similar films, ranked by real viewer ratings — starting with Sour Grapes and THX 1138.

Comedy

Sour Grapes

1998

The bond between cousins is tested when one wins a fortune with the other's money at Atlantic City.

5.7

MagicScore

THX 1138

1971

People in the future live in a totalitarian society. A technician named THX 1138 lives a mundane life between work and taking a controlled consumption of drugs that the government uses to make puppets out of people. As THX is without drugs for the first time he has feelings for a woman and they start a secret relationship.

6.4

MagicScore

Pinocchio 3000

2004

This is the story of a little robot known as Pinocchio 3000 whose greatest wish is to become a real boy. The year is 3000. Geppetto, with the help of his faithful assistant, Spencer the cyber penguin, and by the holographic fairy Cyberina, creates Pinocchio, a prototype superrobot equipped for emotions. But before he can be given a heart and become a real boy, Cyberina insists that Pinocchio learn the difference between right and wrong.

4.3

MagicScore

Trust No One: The Hunt for the Crypto King

2022

When the young founder of a collapsing cryptocurrency exchange dies unexpectedly, irate investors suspect there's more to his death than meets the eye.

6.1

MagicScore

The Computer Wore Tennis Shoes

1969

Some college students manage to persuade the town's big businessman, A. J. Arno, to donate a computer to their college. When the problem- student, Dexter Riley, tries to fix the computer, he gets an electric shock and his brain turns to a computer; now he remembers everything he reads. Unfortunately, he also remembers information which was in the computer's memory, like Arno's illegal businesses..

6.0

MagicScore

The Barbarian Invasions

2003

In this belated sequel to 'The Decline of the American Empire', middle-aged Montreal college professor, Remy, learns that he is dying of liver cancer. His ex-wife, Louise, asks their estranged son, Sebastian, a successful businessman living in London, to come home. Sebastian makes the impossible happen, using his contacts and disrupting the Canadian healthcare system in every way possible to help his father fight his terminal illness to the bitter end, while reuniting some of Remy's old friends, including Pierre, Alain, Dominique, Diane, and Claude, who return to see their friend before he passes on.

7.1

MagicScore

Momo

1986

Momo is a young orphan girl who lives in the ruins of an old Roman amphitheater and becomes friends with everybody in the neighborhood. But when a powerful international corporation starts stealing everybody’s time, nobody has any time left for her, let alone their friends or families. Momo, together with Master Hora, the custodian of time, are the only ones who can go up against the time thieves before all is lost forever.

7.0

MagicScore

BASEketball

1998

Two losers from Milwaukee, Coop and Remer, invent a new game combining basketball with the rules of baseball. When the game becomes a huge success, they, along with a billionaire's help, form the Professional Baseketball League where everyone gets the same pay and no team can change cities. When a rival owner wants to institute major rule changes, Coop and Remer's team is the only one standing in the way.

6.1

MagicScore

Party Monster

2003

The New York club scene of the 80s and 90s was a world like no other. Into this candy-colored, mirror ball playground stepped Michael Alig, a wannabe from nowhere special. Under the watchful eye of veteran club kid James St. James, Alig quickly rose to the top... and there was no place to go but down.

5.8

MagicScore

#10

Ticket to Vegas

2013

Four Russian friends come from Moscow to Las Vegas to get 5 million dollars they've won in lottery. But everything goes wrong, when they discover that someone stole their winning ticket.

4.2

MagicScore

#11

The Treasure of the Sierra Madre

1948

Two jobless Americans convince a prospector to travel to the mountains of Mexico with them in search of gold. But the hostile wilderness, local bandits, and greed all get in the way of their journey.

8.0

MagicScore

#12

Serendipity

2001

Although strangers Sara and Jonathan are both already in relationships, they realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.

6.9

MagicScore

#13

Brewster's Millions

1985

Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A task that's a lot harder than it sounds!

6.6

MagicScore

#14

Charlie Wilson's War

2007

A Texas congressman sets a series of events in motion when he conspires with a CIA operative to aid Afghan mujahideen rebels fighting the Soviets.

6.5

MagicScore

#15

Dr. Mabuse, the Gambler

1922

Dr. Mabuse and his organization of criminals are in the process of completing their latest scheme, a theft of information that will allow Mabuse to make huge profits on the stock exchange. Afterwards, Mabuse disguises himself and attends the Folies Bergères show, where Cara Carozza, the main attraction of the show, passes him information on Mabuse's next intended victim, the young millionaire Edgar Hull. Mabuse then uses psychic manipulation to lure Hull into a card game where he loses heavily. When Police Commissioner von Wenk begins an investigation of this mysterious crime spree, he has little to go on, and he needs to find someone who can help him.

7.6

MagicScore

#16

Lupin the Third: Missed by a Dollar

2000

Master thief Lupin the Third and his friends have to compete with a greedy banker and her minions to help solve a mystery leading to a treasure that is said to hold history's most powerful rulers.

6.5

MagicScore

#17

Red Dwarf: The Promised Land

2020

The posse meet three cat clerics who worship Lister as their God. Lister vows to help them as they're being hunted by Rodon, the ruthless feral cat leader who has vowed to wipe out all cats who worship anyone but him.

6.4

MagicScore

#18

Thumb Wars: The Phantom Cuticle

1999

The hilarious story of a restless young farm-thumb, Loke Groundrunner, and his tasty companion, Princess Bunhead, who go on an quest to combat Black Helmet Man and the Evil Thumbpire. This is the first film of the hilarious 'Thumbs!' franchise.

6.2

MagicScore

#19

Iron Sky

2012

In the last moments of World War II, a secret Nazi space program evaded destruction by fleeing to the Dark Side of the Moon. During 70 years of utter secrecy, the Nazis construct a gigantic space fortress with a massive armada of flying saucers.

5.7

MagicScore

#20

Critters 3

1991

As fanged, furious furballs viciously invade an L.A. apartment building and sink their teeth into the low-rent tenants, Josh leads the battle to beat back the conniving critters and save the planet.

5.3

MagicScore

Frequently asked

What are the best movies like The First $20 Million Is Always the Hardest?

The top films similar to The First $20 Million Is Always the Hardest by MovieMagicScore are Sour Grapes (5.7), THX 1138 (6.4), Pinocchio 3000 (4.3). Each shares comedy themes and is ranked by real viewer ratings, not critics or studios.

Is The First $20 Million Is Always the Hardest worth watching?

The First $20 Million Is Always the Hardest holds a MovieMagicScore of 6.0/10 from 53 viewer ratings.

What kind of movie is The First $20 Million Is Always the Hardest?

The First $20 Million Is Always the Hardest (2002) is a comedy film directed by Mick Jackson, starring Adam Garcia, Rosario Dawson, Jake Busey.

Where can I find more recommendations like The First $20 Million Is Always the Hardest?

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 Sour Grapes Movies like THX 1138 Movies like Pinocchio 3000 Movies like Trust No One: The Hunt for the Crypto King Movies like The Computer Wore Tennis Shoes Movies like The Barbarian Invasions

About movies like The First $20 Million Is Always the Hardest

This ranked list pairs The First $20 Million Is Always the Hardest (2002), a comedy film from Mick Jackson, with similar titles by genre, theme and cast overlap (fans of Adam Garcia 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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