longstanding rivalry with Arnold Schwarzenegger, Stallone has continually pushed himself toward more over-the-top, chaotic, and wildly entertaining action movie releases.

Many of the Rambo franchise and portrayed countless heroes across prison movies, thrillers, sci-fi films, and more. With an often underappreciated skill for portraying tough guy characters as well as layered and noble lawmen, Stallone has proved his skills by acting opposite everyone from Antonio Banderas to Robert De Niro. While Stallone’s action star heyday may have been in the 1980s, he continued to excel right through the 21st century.

10 Assassins (1995)

Sylvester Stallone as Robert Rath

Assassins (1995) - Poster

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Assassins
Release Date
October 6, 1995
Runtime
133 Minutes
Director
Richard Donner

WHERE TO WATCH

Assassins (1995) is a thriller directed by Richard Donner, starring Sylvester Stallone and Antonio Banderas. Stallone plays Robert Rath, a professional hitman aiming to retire while Banderas portrays Miguel Bain, a younger assassin challenging Rath's status. As they face off in a deadly game, Rath protects a target, played by Julianne Moore, from both Bain and his own dark past in a high-stakes battle of wits and survival.

Writers
Lilly Wachowski, Lana Wachowski, Brian Helgeland
Main Genre
Action

One highly underrated Sylvester Stallone action movie was Assassins, which told of a clever game of cat and mouse between the nearly retired assassin Robert Rath (Stallone) and the man who killed his mentor Miguel Bain (Antonio Banderas.) With a script originally written by the Wachowskis, the future Matrix creators were unhappy with the changes made to it and tried to have their names removed after it was rewritten by Brian Helgeland (via Collider.) While viewers never got to see the Wachowskis’ original vision, the result was an action-packed Stallone vehicle that represented some of his best work in the 1990s.

With Stallone as the cool and calculated career assassin and Banderas as the sweaty, stressed wild man, this was an excellent release from Lethal Weapon director Richard Donner. Elevated by strong ing performances from the likes of the love interest Julianne Moore, Assassins was a star-studded action movie with plenty of high-stakes energy. Although things may sometimes feel a little too convoluted for their own good, Assassins worked well as a fun-filled action film.

9 Lock Up (1989)

Sylvester Stallone as Frank Leone

Lock Up - Poster

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Lock Up
Release Date
August 4, 1989
Runtime
109 Minutes
Director
John Flynn
Writers
Richard Smith, Jeb Stuart, Henry Rosenbaum
  • Cast Placeholder Image
    Sylvester Stallone
  • Cast Placeholder Image
    Donald Sutherland

Lock Up stars Sylvester Stallone as Frank Leone, a convict nearing the end of his sentence in a minimum-security prison. He is unexpectedly transferred to a maximum-security facility by a vengeful warden who harbors a personal grudge against him. Directed by John Flynn, the film explores themes of resilience and justice as Leone navigates brutal challenges to regain his freedom.

Main Genre
Action

It must be itted that Sylvester Stallone’s prison action movie Lock Up was a mixed bag that even the actor himself said wasn’t made “with enough maturity to really make a significant impact on the audience” (via EW.) However, despite a haphazard production that meant filming started before the script was even finished, the result was a highly entertaining Stallone film. Telling the story of Frank Leone, a convict nearing the end of his sentence, his path to freedom gets seriously delayed when a ruthless prison warden with a grudge gets him transferred into a maximum security facility.

With his sentence extended by five years, Leone must deal with the sadistic nature of Warden Drumgoole, who was expertly portrayed by Donald Sutherland. This sinister energy of Drumgoole made him one of the most compelling villains in a Stallone movie, and the film built toward its epic climactic conclusion in the electric chair. While it's true that Lock Up was a strange mix between a lighthearted prison drama and an intense action movie, the parts that worked were wildly entertaining.

8 Cliffhanger (1993)

Sylvester Stallone as Ranger Gabe Walker

Cliffhanger (1993) - Poster

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Cliffhanger
Release Date
May 28, 1993
Runtime
112 Minutes
Director
Renny Harlin

WHERE TO WATCH

Cliffhanger, directed by Renny Harlin, follows former ranger Gabe Walker as he confronts his past on a treacherous peak. Initially returning to aid stranded climbers, Walker discovers they are hijackers searching for lost money, complicating an already perilous rescue mission.

Writers
Michael , Sylvester Stallone
Sequel(s)
Cliffhanger 2
Studio(s)
Carolco Pictures, Pioneer, Le Studio Canal+, RCS Video
Budget
70000000.0
Main Genre
Action

The early 1990s were tough for Sylvester Stallone. He had three consecutive failures, Rocky V, Oscar, and Stop! Or My Mom Will Shoot, all of which received negative critical and audience responses. In dire need of a hit, Stallone's next movie was with Die Hard 2 director Renny Harlin, and he went back firmly into action hero mode for Cliffhanger. This mountaineering heist story was a hit with viewers, and although critics weren’t as pleased, it proved Stallone was still a major box office draw.

Looking back on Cliffhanger, this was one of Stallone’s most underrated releases. The sheer ridiculousness of its Rocky Mountain setting and over-the-top gadgetry made it a fun, action-packed thriller. Stallone may be overacting, but that’s also part of its appeal, as he faced off against John Lithgow, who played a psychotic British intelligence agent robbing $100 million from the U.S. Treasury. As pure action movie fun, Cliffhanger fully delivered on its outrageous mountain-setting premise.

7 Tango & Cash (1989)

Sylvester Stallone as Lieutenant Ray Tango

Tango & Cash
Tango & Cash
12
8.0/10
Release Date
December 22, 1989
Director
Andrei Konchalovsky, Albert Magnoli
Writers
Randy Feldman

Two rival Los Angeles cops are forced to team up when a drug lord implicates them in a crime they didn't commit. They end up in jail and their only option is to escape in order to bring the real culprit to justice.

Main Genre
Action

As the 1980s came to an end, Sylvester Stallone finished the decade by teaming up with Kurt Russell for the cult buddy cop classic Tango & Cash. With a classic premise of mismatched cops being framed and sent to jail by their arch-nemesis, it was thrilling to watch Stallone as the straight-faced detective Ray Tango wisecracking alongside the trigger-happy cowboy Gabe Cash. While critics did not take to the duo upon release, in hindsight, it’s clear that the satirical stylings of Tango & Cash weren’t appreciated in their own time.

Part of the appeal of revisiting Stallone in Tango & Cash was that the film was so full of tropes and clichés that it was tough to decipher if it was a truly by-the-numbers movie or a clever satire on action movies of this time. Either way, Tango & Cash was made for fun viewing that didn’t take itself too seriously and was elevated by the talents of two action movie greats coming together. While the poor reception sadly meant a sequel was never made, Stallone enthusiasts fondly look back on the film.

6 Cobra (1986)

Sylvester Stallone as Lieutenant Marion "Cobra" Cobretti

Cobra - Poster

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Cobra
Release Date
May 23, 1986
Runtime
87 Minutes
Director
George P. Cosmatos

WHERE TO WATCH

In Cobra, a genius mathematician turns vigilante and uses his intellect to execute intricate crimes while police attempt to apprehend him. As the story progresses, layers of mystery unravel, leading to a gripping narrative filled with suspense and intellectual duels.

Writers
George P. Cosmatos, Paula Gosling, Sylvester Stallone
Main Genre
Action

Cobra was the logical conclusion of the type of no-nonsense action hero that Sylvester Stallone had come to be known for in movies like the Rambo franchise. By taking the violent nature of 1980s action movies and turning the dial up even further, the guns-blazing heroics of Stallone as Lieutenant Cobra made for nail-biting viewing. With sunglasses, a toothpick in his mouth, and dressed in darkly clad clothing, Stallone never looked cooler than he did in Cobra.

From the over-the-top violence of its opening supermarket hostage scene to the thrilling countdown to catching a deranged serial killer, Cobra stars a hero who disregarded the letter of the law to achieve his aims. Sadly, the thing that brought Cobra down from truly achieving greatness within Stallone’s filmography was that its best moments came in the opening scene, and it never really reached the same momentum again.

5 Demolition Man (1993)

Sylvester Stallone as Sergeant John Spartan

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Demolition Man
Release Date
October 8, 1993
Runtime
115 minutes
Director
Marco Brambilla

WHERE TO WATCH

Streaming

In the 1993 action movie Demolition Man, Sylvester Stallone stars as time-displaced police officer John Spartan, who struggles to adapt to the year 2032 after being cryogenically frozen for mes a job. However, his old-school skills come in handy for innocent cop Lenina Huxley (Sandra Bullock) and the futuristic city of San Angeles when the criminal Simon Phoenix (Wesley Snipes) is thawed and the complacent authorities don't know how to react.

Writers
Peter M. Lenkov, Robert Reneau, Daniel Waters
Studio(s)
Warner Bros. Pictures
Distributor(s)
Warner Bros. Pictures
Budget
$57 million

It’s interesting to note that Sylvester Stallone’s Demolition Man has only become more relevant in the years since its release. Set in the then far-flung future of 2023, the world of Demolition Man was one categorized by virtual meetings, self-driving cars, and non- social greetings. Stallone played Sergeant John Spartan, a no-nonsense cop from the 1990s who, along with his arch enemy Simon Phoenix (Wesley Snipes), were awoken from their cryogenically frozen state into a world they no longer understood.

Snipes was fantastic as the deranged crime lord using the weaknesses of a crime-free utopian society against itself, while Stallone’s old-world attitude was the only thing that could bring him down. Demolition Man was a creative and fun-filled action movie that was truly ahead of its time in the way it eerily accurately predicted many aspects of the imagined future it depicted. Demolition Man was one of Stallone’s funniest films of the 1990s and was bolstered by his terrific onscreen chemistry with newcomer Sandra Bullock.

4 First Blood (1982)

Sylvester Stallone as John J. Rambo

First Blood (1982)
Runtime
93 Minutes

WHERE TO WATCH

Studio(s)
Budget
15000000.0
Main Genre
Action

While the early part of Sylvester Stallone’s career was overshadowed by the astounding success of the Rocky franchise, in 1982 a new action series came along that could at last rival Stallone’s most famous creation. First Blood introduced the PTSD-suffering Vietnam veteran John J. Rambo in an intense action movie set in the wilderness of a small Wisconsin town. As a former special ops agent, Rambo’s wartime trauma erupted into a massive manhunt as he had to use his survival skills to evade police in a gigantic search.

First Blood was an edge-of-the-seat action movie grounded in real drama, as the psychological issues of veterans remain an essential topic. While the series later devolved into pure action movie carnage, this first entry maintained the humanity at the heart of Rambo’s character and was one of Stallone’s most interesting roles. As an actor perfectly matched to the part he was playing, Stallone truly brought the character from David Morrell’s original novel to life on the big screen.

3 The Expendables (2010)

Sylvester Stallone as Barney Ross

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The Expendables
Release Date
August 13, 2010
Runtime
103 minutes
  • Headshot OF Mickey Rourke
    Mickey Rourke
  • hEADSHOT oF Steve Austin
    Steve Austin

WHERE TO WATCH

Streaming

The Expendables is the first film in the action franchise that follows the exploits of a close team of mercenaries that complete dangerous jobs worldwide. Hired by a covert operator, the Expendables are tasked with heading to South America to deal with a dangerous dictator and liberate a country from his oppressive rule. However, they soon learn that the dictator is a front, leaving them caught in a dangerous mission with a threat higher up the chain than they could have imagined.

Writers
Dave Callaham, Sylvester Stallone
Sequel(s)
The Expendables 3
Franchise(s)
The Expendables
Studio(s)
Lionsgate
Distributor(s)
Lionsgate
Budget
$80 million

With a long career behind him full of action movie heroism, it was thrilling to see Sylvester Stallone return with a brand new action franchise with The Expendables. The first installment of this ongoing series starred Stallone as Barney Ross, the leader of an elite group of mercenaries tasked with overthrowing a Latin American dictator. As a film packed with action movie stars of past and present, such as Jason Statham, Jet Li, and Dolph Lundgren, The Expendables truly was a who's who of action movie history.

While later installments would bring in Stallone’s old rival, Arnold Schwarzenegger, it’s impossible to beat the exciting power of the original, which proved Stallone still had it after all these years. With intense action sequences and some hilarious tongue-in-cheek dialogue, The Expendables ticked all the right boxes for everything an action movie lover would want. With The Expendables, Stallone could add Barney Ross right alongside Rocky and Rambo to his list of iconic movie heroes.

2 Rambo: First Blood Part II (1985)

Sylvester Stallone as John J. Rambo

Rambo- First Blood Part II

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Rambo: First Blood Part II
Release Date
May 21, 1985
Runtime
94 minutes
Director
George P. Cosmatos

WHERE TO WATCH

Rambo: First Blood Part II follows John Rambo, played by Sylvester Stallone, as he is released from prison for a government-sanctioned covert mission back to the hostile jungles of Vietnam. Tasked with gathering intelligence on American prisoners of war, he faces formidable challenges in this high-stakes operation.

Writers
David Morrell, Kevin Jarre, James Cameron
Main Genre
Action

The success of Sylvester Stallone’s portrayal of John J. Rambo in First Blood showcased the character's potential to lead a new action franchise, and the sequel, Rambo: First Blood Part II, was released three years later. This follow-up may have lacked the emotional resonance of the original, but it was more than made up for that with pure action movie carnage. By bringing Rambo back to Vietnam as he sought to rescue captured POWs who had been left behind, First Blood Part II may not have been historically accurate, but it was certainly a lot of fun.

First Blood Part II was the perfect sweet spot for the character of Rambo, as his action hero stylings were in full gear, and he hadn’t yet turned into the one-dimensional superhero-style character he turned into in subsequent sequels. As a major box office hit worldwide, First Blood Part II was one of the great rock-em-sock-em action films ever produced. This installment transformed Sylvester Stallone into one of cinema’s major action heroes.

1 Cop Land (1997)

Sylvester Stallone as Sheriff Freddy Heflin

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Cop Land
10.0/10
Release Date
August 6, 1997
Runtime
104 minutes
Director
James Mangold
Writers
James Mangold

Cast

Studio(s)
Woods Entertainment, Across the River Productions
Distributor(s)
Miramax Films
Budget
$15 million
Main Genre
Crime

While Sylvester Stallone’s acting credentials often get a bad rap as he’s become associated with over-the-top action movie spectacle performances, those who deride his acting skills need to check Cop Land to be proven wrong. This action crime drama featured Stallone in a more reserved and realistic role as he portrayed small-town Sheriff Freddy Heflin uncovering corruption within his police force. With acting legends Robert De Niro, Ray Liotta, and Harvey Keitel among its cast, it was a testament to Stallone’s talent that he more than held his own among such esteemed company.

Cop Land was a thrilling tale of corruption and deceit filled with fantastic performances and plenty of heart-pumping suspense. Stallone shed his action-hero persona to portray a much more grounded character who, without superstrength and out-of-this-world combat skills, still did what was right to stand up against the bad guys. As a nuanced and layered portrait of crime and conflict in small-town New Jersey, Cop Land was Stallone’s finest achievement as an actor.

Sources: Collider, EW