Related Titles

Movies Like The First $20 Million Is Always the Hardest

Find movies like The First $20 Million Is Always the Hardest using TMDB similarity plus Movie Rankings community context. Our top current pick is Toot Sweet!. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.

These picks blend TMDB similar-title seeds with Movie Rankings community ranking context.

Next Best Actions

Explore Language Rankings

Recommended If You Liked The First $20 Million Is Always the Hardest
TMDB Similar

Toot Sweet!

1929

Ham is interested in a girl named Marie and wants to impress her. First he buys a car and then he takes her out to a swanky nightclub. During the course of this disastrous date Ham realizes that Marie isn't the nice girl he thought she was: she only went out with him to make her real boyfriend jealous. The boyfriend is a dancer at the club, and when she sees him kissing his dance partner she becomes enraged and smashes up the place, while poor Ham is stuck with the bill.

TMDB Similar

Withnail & I

1987

Two out-of-work actors -- the anxious, luckless Marwood and his acerbic, alcoholic friend, Withnail -- spend their days drifting between their squalid flat, the unemployment office and the pub. When they take a holiday "by mistake" at the country house of Withnail's flamboyantly gay uncle, Monty, they encounter the unpleasant side of the English countryside: tedium, terrifying locals and torrential rain.

TMDB Similar

Secondhand Lions

2003

The comedic adventures of an introverted boy left on the doorstep of a pair of reluctant, eccentric great-uncles, whose exotic remembrances stir the boy's spirit and re-ignite the men's lives.

TMDB Recommended

Ricky Gervais: Armageddon

2023

Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

TMDB Similar

The Olsen Gang Outta Sight

1977

Egon is starting to be a little forgetful; he forgot the zone number, so he fails to open the strongbox. When he gets out of Vridslose State Prison, Kjeld and Benny have become associates of Yvonne's cousin Georg from America. He is not just some old-fashioned strongbox thief that can't remember like Egon, but a young hip IT criminal, that thinks that everyone else is inferior. However, Egon doesn't take lightly to the Georg's patronizing so he sabotages Georg's computer and ruins his cup. This time Egon's ambitions reaches a new high, when he and his gang break in to the World Bank, and they get away with it. Of course, thanks to Yvonne, they aren't rich very long.

TMDB Recommended

Ricky Gervais Live 4: Science

2010

Ricky Gervais Live IV Science or the way things worked before we invented God. The hilarious fourth live smash hit stand up show from Ricky Gervais, following his complete sell out tour - filmed live at London's Hammersmith HMV Apollo

TMDB Similar

Desk Set

1957

A computer expert tries to prove his electronic brain can replace a television network's research staff.

TMDB Recommended

Ricky Gervais: Mortality

2025

Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

TMDB Recommended

Ricky Gervais Live 2: Politics

2004

A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics.

TMDB Recommended

Mickey 17

2025

Unlikely hero Mickey Barnes finds himself in the extraordinary circumstance of working for an employer who demands the ultimate commitment to the job… to die, for a living.

TMDB Similar

Infoholic

2017

Maksim, an investing manager, is too busy reading the news in his social network feeds fails to notice his own problems, until the news really start to influence his own life.

TMDB Recommended

Monkey Business

1952

Research chemist Barnaby Fulton works on a fountain of youth pill for a chemical company. One of the labs chimps gets loose in the laboratory and mixes chemicals, but then pours the mix into the water cooler. When trying one of his own samples, washed down with water from the cooler, Fulton begins to act just like a twenty-year-old and believes his potion is working. Soon his wife and boss are also behaving like children.

TMDB Recommended

Dave Chappelle: The Unstoppable...

2025

Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

TMDB Recommended

Banana Split

2018

After a messy breakup with her high school boyfriend, April strikes up an unexpected platonic friendship with his new girlfriend, Clara.

TMDB Recommended

The Best Man Holiday

2013

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

TMDB Recommended

Jay and Silent Bob Strike Back

2001

When Jay and Silent Bob learn that their comic-book alter egos, Bluntman and Chronic, have been sold to Hollywood as part of a big-screen movie that leaves them out of any royalties, the pair travels to Tinseltown to sabotage the production.

TMDB Similar

Sex Drive

2008

A high school senior drives cross-country with his best friends to hook up with a babe he met online.

TMDB Similar

Poolhall Junkies

2002

A retired pool hustler is forced to pick up the stick again when his brother starts a game he can't finish.

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

Toot Sweet! is the strongest current recommendation on this page for viewers looking for movies like The First $20 Million Is Always the Hardest.

How many recommendations are on the The First $20 Million Is Always the Hardest page?

This page currently lists 18 related titles for The First $20 Million Is Always the Hardest.

How often does the Movies Like The First $20 Million Is Always the Hardest page update?

This page refreshes whenever Movie Rankings rebuilds the related-title view for The First $20 Million Is Always the Hardest. It was last generated from site data on May 15, 2026.