Movies Like Workaholic

If you liked Workaholic (1996), a comedy movie directed by Sharon von Wietersheim, 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
Seriously Single (2020)
★ 6.8/10Also comedy
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
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
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…
4
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…
5
Spa Weekend (2026)
★ 6.5/10Also comedy
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…
6
The Wedding Year (2019)
★ 5.9/10Also comedy
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
7
The Secret of My Success (1987)
★ 6.5/10Also comedy
Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York City, but once there, he learns that jobs - and girls - are hard to get. When he visits his uncle, Howard Prescott, who…
8
My Best Friend, His Girlfriend and Me (2026)
★ 6.3/10Also comedy
Olli and Matze are best friends living, working and planning to travel the world together — until Matze's romance with Rebecca turns it all upside down.
9
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.
10
I Love My Dad (2022)
★ 5.9/10Also comedy
A hopelessly estranged father catfishes his son in an attempt to reconnect.
11
The Associate (1996)
★ 6.2/10Also comedy
Laurel Ayres is a businesswoman trying to make it but unfortunately she works at a investment firm where she does all the work but all the senior investors like Frank Peterson grab all the credit. She then leaves and…
12
The Manny (2015)
★ 6.3/10Also comedy
Young industrialist Clemens Klina doesn't have time for his children and accidentally hires a man who actually came to him, seeking revenge, as a nanny for them.
13
Eenie Meanie (2025)
★ 6.3/10Also comedy
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
14
Switching Channels (1988)
★ 6.1/10Also comedy
A television news chief courts his anchorwoman ex-wife with an eleventh-hour story.
15
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…
16
Broadway Danny Rose (1984)
★ 7.1/10Also comedy
A hapless talent manager named Danny Rose, by helping a client, gets dragged into a love triangle involving the mob. His story is told in flashback, an anecdote shared amongst a group of comedians over lunch at New…
17
Ladies First (2026)
★ 5.9/10Also comedy
An arrogant but charismatic ladies' man finds his life of money, power and casual flings upended when he wakes up in a parallel world dominated by women.
18
She-Devil (1989)
★ 6/10Also comedy
A cunning and resourceful housewife vows revenge on her husband when he begins an affair with a wealthy romance novelist.
19
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…
20
The Ladies Man (1961)
★ 6.3/10Also comedy
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with…