Movies Like Strictly Confidential

If you liked Strictly Confidential (1959), a comedy movie directed by Charles Saunders, 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
Support Your Local Gunfighter (1971)
★ 6.6/10Also comedy
A con artist arrives in a mining town controlled by two competing companies. Both companies think he's a famous gunfighter and try to hire him to drive the other out of town.
2
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
3
A-Haunting We Will Go (1942)
★ 6.2/10Also comedy
Stan and Ollie get involved with con men, crooks, a genial magician, and two interchangeable coffins with disastrous but funny results.
4
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
5
Go West (1940)
★ 6.6/10Also comedy
A con man heading west to search for gold teams up with a pair of scheming brothers along the way. The trio soon find themselves in the middle of a feud between two rival families and two underhanded land developers.
6
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.
7
Dirty Rotten Scoundrels (1988)
★ 7.1/10Also comedy
Con artist Lawrence Jamieson is a longtime resident of a luxurious coastal resort, where he enjoys the lavish fruits of his deceptions -- that is, until a competitor, Freddy Benson, shows up. When the new guy's lowbrow…
8
Room Service (1938)
★ 6.5/10Also comedy
Broke Gordon Miller tries to land a backer for his new play while he has to deal with with the hotel manager trying to evict him and his cast.
9
The Cheap Detective (1978)
★ 6.4/10Also comedy
A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.
10
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
11
A Shot in the Dark (1964)
★ 7.2/10Also comedy
Inspector Jacques Clouseau, smitten with the accused maid Maria Gambrelli, unwittingly turns a straightforward murder investigation into a comedic series of mishaps, testing the patience of his irritable boss Charles…
12
Trailer Park Boys: Don't Legalize It (2014)
★ 6.4/10Also comedy
Out of jail and broke, Julian concocts an outrageously greasy scheme to get rich and, to make it even greasier, he will have to deliver his product to his arch-enemy, Cyrus, who’s waiting in Montreal to close the dirty…
13
Ocean's Eight (2018)
★ 6.9/10Also comedy
Debbie Ocean, a criminal mastermind, gathers a crew of female thieves to pull off the heist of the century at New York's annual Met Gala.
14
Hooper (1978)
★ 6.3/10Also comedy
Legendary stunt man Sonny Hooper remains one of the top men in his field, but due to too many stressful impacts to the spine and the need to pop painkillers several times a day, he knows he should get out of the…
15
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.
16
Shadow of the Thin Man (1941)
★ 7/10Also comedy
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of…
17
The Ladykillers (1955)
★ 7.3/10Also comedy
Five oddball criminals planning a bank robbery rent rooms on a cul-de-sac from an octogenarian widow under the pretext that they are classical musicians.
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
The Mouse That Roared (1959)
★ 6.4/10Also comedy
The Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows…
20
The Twelve Chairs (1970)
★ 6.2/10Also comedy
In 1920s Soviet Russia, a fallen aristocrat, a priest and a con artist search for a treasure of jewels hidden inside one of twelve dining chairs, lost during the revolution.