
Sour Grapes(1998)
The bond between cousins is tested when one wins a fortune with the other's money at Atlantic City.


Andy, a successful marketing guy quits his job, gets a new job at a research facility, makes a powerful enemy who makes him volunteer for a nearly impossible project: The $99 PC. The only available guys at the lab, three sociopaths, together they compile a revolutionary PC for $99, then they become the victims of a venture capitalist and Andy's old foe, can he find a way to overcome the problems?

Adam Garcia
Andy Kasper

Rosario Dawson
Alisa

Jake Busey
Darrell Claxton

Enrico Colantoni
Francis Benoit

Ethan Suplee
Curtis 'Tiny' Reese

Anjul Nigam
Salman Fard

Gregory Jbara
Hank

Dan Butler
Lloyd Acheson

Linda Hart
Mrs. 'B'

Shiva Rose
Torso
The First $20 Million Is Always the Hardest is a comedy film released in 2002 exploring themes of computer, hologram, dollar, friends, money. Directed by Mick Jackson, it stars Adam Garcia, Rosario Dawson, Jake Busey. Andy, a successful marketing guy quits his job, gets a new job at a research facility, makes a powerful enemy who makes him volunteer for a nearly impossible project: The $99 PC. The only available guys at the lab, three sociopaths, together they compile a revolutionary PC for $99, then they become the victims of a venture capitalist and Andy's old foe, can he find a way to overcome the problems?
Discover titles like The First $20 Million Is Always the Hardest — ranked by similarity and community votes
We found 15 movies similar to The First $20 Million Is Always the Hardest
If you enjoyed The First $20 Million Is Always the Hardest, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of The First $20 Million Is Always the Hardest.

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

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!

Ignacio, a disrespected cook at a Mexican monastery, can barely afford to feed the orphans who live there. Inspired by a local wrestling hero, he decides to moonlight as the not-so-famous Luchador "Nacho Libre" to earn money for the monastery -- not to mention the admiration of beautiful nun Sister Encarnación.

After their high school basketball coach passes away, five good friends and former teammates reunite for a Fourth of July holiday weekend.

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.

Lenny has relocated his family back to the small town where he and his friends grew up. This time around, the grown ups are the ones learning lessons from their kids on a day notoriously full of surprises—the last day of school.

The story of best friends Barb and Star, who leave their small midwestern town for the first time to go on vacation in Vista Del Mar, Florida, where they soon find themselves tangled up in adventure, love, and a villain’s evil plot to kill everyone in town.

As she reaches her mid-thirties and quits her lucrative job, singleton Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends. She begins to envy the security of her richer friends and, although their lives may seem easier, Olivia's friends have their problems too: screenwriters Christine and Patrick are unable to collaborate on their latest project, Jane and Aaron have lost the romance in their relationship, and Franny and Matt have difficulties handling the demands of parenthood.

An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he tries to use the note to buy something, people treat him like a king and let him have whatever he likes for free. Ultimately, the money proves to be more troublesome than it is worth when it almost costs him his dignity and the woman he loves.

Catherine refuses to believe that her business partner, the unlikeable François, has a best friend, so she challenges him to set up an introduction. Scrambling to find someone willing to pose as his best pal, François enlists the services of a charming taxi driver to play the part.

A high school slacker who's rejected by every school he applies to opts to create his own institution of higher learning, the South Harmon Institute of Technology, on a rundown piece of property near his hometown.

Jack Dodd was a London butcher who enjoyed a pint with his mates for over 50 years. When he died, he died as he lived, with a smile on his face watching a horse race on which he had bet, with borrowed money. But before he died he had a final request, 'Last Orders', that his ashes be scattered in the sea at Margate. The movie follows his mates, Ray, Lenny and Vic and his foster son Vince as they journey to the sea with the ashes. Along the way, the threads of their lives, their loves and their disappointments are woven together in their memories of Jack and his wife Amy

It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and freshman crushes blossom into grown-up romance.

After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfortunately, things get more complicated when they meet Kate, who runs into them with her car. She joins the bandits on their cross-country spree, and eventually she steals something, too: their hearts.

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.