Movies Like The Boss
If you loved The Boss's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks
Casino Jack
Based on a true story, a hot shot Washington DC lobbyist and his protégé go down hard as their schemes to peddle influence lead to corruption and murder.
Married to the Mob
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 her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.
The Stöned Age
Determined to avoid another night of driving aimlessly around Torrance in the Blue Torpedo, Joe and Hubbs set out on a quest for fine chicks. Their paths soon cross with Tack, from whom they learn about a pair of foreign radical chicks hanging out near the Frankie Avalon place. Over Joe's objections, Hubbs worms Tack out of the deal, and the pair take a slow ride toward their destiny.
Veronica Mars
Years after walking away from her past as a teenage private eye, Veronica Mars gets pulled back to her hometown - just in time for her high school reunion - in order to help her old flame Logan Echolls, who's embroiled in a murder mystery.
Jackass Presents: Bad Grandpa
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Analyze That
The mafia's Paul Vitti is back in prison and will need some serious counseling when he gets out. Naturally, he returns to his analyst Dr. Ben Sobel for help and finds that Sobel needs some serious help himself as he has inherited the family practice, as well as an excess stock of stress.
The Ladykillers
An eccentric, if not charming Southern professor and his crew pose as a band in order to rob a casino, all under the nose of his unsuspecting landlord – a sharp old woman.
The Disaster Artist
An aspiring actor in Hollywood meets an enigmatic stranger by the name of Tommy Wiseau, the meeting leads the actor down a path nobody could have predicted; creating the worst movie ever made.
More Movies Like The Boss
The Joneses
A seemingly perfect family moves into a suburban neighborhood, but when it comes to the truth as to why they're living there, they don't exactly come clean with their neighbors.
The Hustle
Two female scam artists, one low rent and the other high class, compete to swindle a naïve tech prodigy out of his fortune. A remake of the 1988 comedy "Dirty Rotten Scoundrels."
Horrible Bosses
For Nick, Kurt and Dale, the only thing that would make the daily grind more tolerable would be to grind their intolerable bosses into dust. Quitting is not an option, so, with the benefit of a few-too-many drinks and some dubious advice from a hustling ex-con, the three friends devise a convoluted and seemingly foolproof plan to rid themselves of their respective employers... permanently.
Clerks III
After narrowly surviving a massive heart attack, Randal enlists his old friend Dante to help him make a movie immortalizing their youthful days at the little convenience store that started it all.
The Duchess and the Dirtwater Fox
A female hustler is chasing after rich men, but becomes repeatedly mixed up with a suave con man and card shark through a series of misadventures before falling in love with him.
Fired Up!
Popular high schoolers and best friends Shawn and Nick decide to ditch football camp for cheerleader camp. For the girls and for the glory.
The Slammin' Salmon
The brutal former heavyweight boxing champion Cleon "Slammin'" Salmon (Duncan), now owner of a Miami restaurant, institutes a competition to see which waiter can earn the most money in one night: the winner stands to gain $10,000, while the loser will endure a beating at the hands of the champ.
Extract
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 on him, thereby clearing the way for Joel to have an affair with Cindy, an employee. But what Joel doesn't know is that Cindy is a sociopathic con artist, and a freak workplace accident clears the way for her to ruin Joel forever.
The A-Team
A man who loves when a plan comes together, Col. Hannibal Smith leads a close-knit team of elite operatives and Iraq War veterans. Framed for a crime they didn't commit, Smith and his men, Capt. H.M. ‘Howling Mad’ Murdock , Sgt. Bosco ‘B.A.’ Baracus, and Lt. Templeton ‘Faceman’ Peck, break out and go rogue, using their special talents to clear their names and find the perpetrator. Hot on their trail is Capt. Charissa Sosa, who was once involved with a member of Smith's team and has sworn to capture them, no matter what it takes.
So Undercover
When the FBI hires her to go undercover at a college sorority, Molly Morris must transform herself from a tough, streetwise private investigator to a refined, sophisticated university girl to help protect the daughter of a one-time Mobster. With several suspects on her list, Molly unexpectedly discovers that not everyone is who they appear to be, including herself.
We Are Your Friends
Young Cole Carter dreams of hitting the big time as a Hollywood disc jockey, spending his days and nights hanging with buddies and working on the one track that will set the world on fire. Opportunity comes knocking when he meets James Reed, a charismatic DJ who takes the 23-year-old under his wing. Soon, his seemingly clear path to success gets complicated when he starts falling for his mentor's girlfriend, jeopardizing his new friendship and the future he seems destined to fulfill.
Death to Smoochy
Tells the story of Rainbow Randolph, the corrupt, costumed star of a popular children's TV show, who is fired over a bribery scandal and replaced by squeaky-clean Smoochy, a puffy fuchsia rhinoceros. As Smoochy catapults to fame - scoring hit ratings and the affections of a network executive - Randolph makes the unsuspecting rhino the target of his numerous outrageous attempts to exact revenge and reclaim his status as America's sweetheart.
Why These Movies Are Similar
These recommendations share core qualities with The Boss (2016): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of The Boss.
See full details for The Boss (2016)