Movies Like Mob Boss

If you liked Mob Boss (1990), a comedy and crime movie directed by Fred Olen Ray, 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
Mafia Mamma (2023)
★ 6/10Also comedy and crime
A suburban American woman inherits her grandfather’s Mafia empire and, guided by the Firm’s trusted consigliere, defies everyone’s expectations, including her own, as the new head of the family business.
2
Married to the Mob (1988)
★ 6/10Also comedy and crime
Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and…
3
2 Guns (2013)
★ 6.5/10Also comedy and crime
A DEA agent and an undercover Naval Intelligence officer who have been tasked with investigating one another find they have been set up by the mob -- the very organization the two men believe they have been stealing…
4
68 Kill (2017)
★ 5.9/10Also comedy and crime
Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
5
One Night at McCool's (2001)
★ 5.9/10Also comedy and crime
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a…
6
The Big Hit (1998)
★ 6/10Also comedy and crime
Affable hit man Melvin Smiley is constantly being scammed by his cutthroat colleagues in the life-ending business. So, when he and his fellow assassins kidnap the daughter of an electronics mogul, it's naturally Melvin…
7
Ca$h (2010)
★ 5.9/10Also crime and comedy
A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a…
8
Absolution (2024)
★ 5.9/10Also crime
An aging ex-boxer gangster working as muscle for a Boston crime boss receives an upsetting diagnosis. Despite a faltering memory, he attempts to rectify the sins of his past and reconnect with his estranged children…
9
The Pickup (2025)
★ 6.4/10Also comedy and crime
A routine cash pickup takes a wild turn when mismatched armored truck drivers Russell and Travis are ambushed by ruthless criminals led by savvy mastermind Zoe.
10
Shade (2003)
★ 6.2/10Also crime
Tiffany, Charlie and Vernon are con artists looking to up the ante from their typical scams. They figure a good way of doing this is taking down Dean "The Dean" Stevens, a well-known cardsharp, in a rigged game…
11
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also crime and comedy
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
12
The Pope of Greenwich Village (1984)
★ 6.4/10Also comedy and crime
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the…
13
Code of Silence (1985)
★ 5.9/10Also crime
A Chicago cop is caught in the middle of a gang war while his own comrades shun him because he wants to take an irresponsible cop down.
14
Black Caesar (1973)
★ 5.9/10Also crime
Raised in Harlem, Tommy Gibbs becomes a successful mob boss but he clashes with the rival Mafia and his old enemy, dirty cop McKinney.
15
In the Blood (2014)
★ 5.8/10Also crime
When her husband goes missing during their Caribbean vacation, a woman sets off on her own to take down the men she thinks are responsible.
16
Trap House (2025)
★ 6.6/10Also crime
An undercover DEA agent and his partner embark on a game of cat and mouse with an audacious, and surprising group of thieves – their own rebellious teenagers, who have begun robbing from a dangerous cartel, using their…
17
The Protector (1985)
★ 5.9/10Also crime
Billy Wong is a New York City cop whose partner is gunned down during a robbery. Billy and his new partner, Danny Garoni, are working security at a fashion show when a wealthy man's daughter, Laura Shapiro, is…
18
Sheroes (2023)
★ 5.8/10Also comedy and crime
When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a…
19
The Virtuoso (2021)
★ 5.9/10Also crime
Danger, deception and murder descend upon a sleepy town when a professional assassin accepts a new assignment from his enigmatic boss.
20
Rise of the Footsoldier (2007)
★ 6.3/10Also crime
Carlton Leach rises from one of the most feared generals of the football terraces to becoming a member of a notorious gang of criminals who rampaged their way through London and Essex in the late '80s and early '90s.