Movies Like Spend the first of the month

If you liked Spend the first of the month (1965), a comedy movie directed by Sokrates Kapsaskis, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Distinguished Gentleman (1992)
★ 6/10Also comedy
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
2
Cedar Rapids (2011)
★ 5.9/10Also comedy
A naive Midwesterner insurance salesman travels to a big-city convention in an effort to save the jobs of his co-workers.
3
Extract (2009)
★ 5.9/10Also comedy
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…
4
Take the Money and Run (1969)
★ 7.1/10Also comedy
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
5
Adult World (2014)
★ 6/10Also comedy
Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.
6
Swindle (2014)
★ 7/10Also comedy
A boy named Griffin finds a valuable multi-million dollar baseball card. After accidentally selling the card for a million dollar loss, he enlists the help of his best friend Ben and his colleagues to regain the…
7
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
8
21 & Over (2013)
★ 5.8/10Also comedy
Brilliant student Jeff Chang has the most important interview of his life tomorrow. But today is still his birthday, what starts off as a casual celebration with friends evolves into a night of debauchery that risks to…
9
Office Space (1999)
★ 7.4/10Also comedy
A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money…
10
Bachelor Party (1984)
★ 6.3/10Also comedy
On the eve of his wedding to his longtime girlfriend, unassuming nice guy Rick is dragged out for a night of debauchery by his friends.
11
The Debt Collector (2018)
★ 5.8/10Also comedy
A classically-trained martial artist goes to work as a debt collector for the mob. The job seems easy enough, until one “client” pulls him into a situation deeper than could ever be expected.
12
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
13
Splitsville (2025)
★ 6.3/10Also comedy
After Ashley asks for a divorce, good-natured Carey runs to his friends, Julie and Paul, for support. He’s shocked to discover that the secret to their happiness is an open marriage, that is until Carey crosses the…
14
Who's Minding the Store? (1963)
★ 6.8/10Also comedy
Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires…
15
The Three Stooges (2012)
★ 5.8/10Also comedy
Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the…
16
My Man Godfrey (1936)
★ 7.6/10Also comedy
Fifth Avenue socialite Irene Bullock needs a "forgotten man" to win a scavenger hunt, and no one is more forgotten than Godfrey Park, who resides in a dump by the East River. Irene hires Godfrey as a servant for her…
17
The Errand Boy (1961)
★ 6.2/10Also comedy
Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty…
18
Good Neighbor Sam (1964)
★ 6.6/10Also comedy
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
19
Nine to Five (1980)
★ 7/10Also comedy
Three female employees of a sexist, egotistical, lying, hypocritical bigot find a way to turn the tables on him.
20
Shanghaied (1915)
★ 6/10Also comedy
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The…