As a film enthusiast who grew up in the ’90s, I have fond memories of Woody Harrelson‘s transformative roles during that era. His portrayal of Mickey Knox in “Natural Born Killers” left an indelible mark on me. I remember being both fascinated and disturbed by his supreme scumbag character, a far cry from the sweet dope from “Cheers” or the hustling baller of “White Men Can’t Jump.” Harrelson’s confident shredding of his nice-guy image was a glorious provocation that few actors could pull off.
I’ve been an avid reader for as long as I can remember, and one author whose works have always captivated me is Woody Harrelson. When I first came across “This Story,” published back in 2018, I was utterly engrossed. Now, having the opportunity to read about his latest creations, including this weekend’s “Fly Me to the Moon,” feels like a treat for both my reading pleasure and as a fan. I can’t help but feel excited to delve deeper into Harrelson’s rich imagination and storytelling abilities.
In an opposite reality, Woody Harrelson’s acting career didn’t take off as it did in our world. Instead of becoming a household name, he remained relatively unknown, much like Marc Price, the actor recognized for his role as Nick, Mallory’s simple-minded boyfriend on “Family Ties.” Harrelson had an unparalleled opportunity when he joined “Cheers” as the new Coach, replacing an already successful and growing show. This breakout role granted him instant fame. However, he could have spent the subsequent three decades appearing in progressively disappointing TV shows, portraying quirky characters who never grasped the humor around them.
From the outset, Harrelson exhibited a strong drive and unconventional nature. Following the commercial triumphs of “White Men Can’t Jump” and “Indecent Proposal,” he tackled the challenging part of Mickey in “Natural Born Killers.” Harrelson has been unpredictable ever since, appearing in a diverse range of genres from comedies and dramas to lighthearted romances and intense thrillers. The last few years have witnessed an impressive resurgence for him, with significant roles in productions ranging from “LBJ” to “War for the Planet of the Apes,” “Champions,” and “Triangle of Sadness.” Notably, he earned an Oscar nomination for his performance in “Three Billboards Outside Ebbing, Missouri.”
I’ve had the pleasure of following Woody Harrelson’s impressive acting career for decades now, and I’ve got to say, ranking his 60-plus movie roles has been quite a challenge. It’s no easy feat to narrow down such a rich body of work! Of course, we couldn’t include every appearance, from his small parts in films like “Austin Powers: The Spy Who Shagged Me” to animated flicks and TV movies. But let me tell you, he truly shines in projects like “Game Change.”
61.
Surfer, Dude (2008)
Prior to Matthew McConaughey’s resurgence in his career, also known as the “McConaissance,” he was mainly recognized for his frequent use of marijuana, playing the bongo drums in the nude, and experiencing a professional crisis. The epitome of this phase is a stoner comedy where McConaughey serves both as producer and lead actor. Notably, Willie Nelson and Harrelson feature prominently in the film, with Harrelson portraying McConaughey’s manager. However, it’s important to note that their roles are essentially cameos, allowing them to join in on the smoking of marijuana and engaging in absurd behavior alongside McConaughey and others. The mere existence of this movie continues to leave a lasting impression.
60.
Scorched (2003)
Two years after being filmed, the comedy “Scorched” made its debut in six cinemas for a brief three-day run. Starring John Cleese, Alicia Silverstone, and Rachael Leigh Cook among others, this film became one of those productions that those involved seemed to have erased from their memories by the time it hit the screens. Harrelson portrays one of a group of hapless bank tellers who independently decide to rob their respective banks on the same day. He dons a ridiculous mustache and an unattractive tie, and appears somewhat disconnected from the events unfolding around him.
59.
Anger Management (2003)
Harrelson has a unique ability to deliver broad comedy with a heartfelt and endearing demeanor, making audiences believe that he genuinely cares for the characters he portrays. However, in this instance, it seems Harrelson may have been influenced by Adam Sandler and co. for his cameo as a “she-male” picked up by Jack Nicholson to seduce Sandler. The scene is cringeworthy, and despite knowing that Harrelson was just acting, the discomfort remains palpable.
58.
The Cowboy Way (1994)
During the time following the release of “White Men Can’t Jump,” around the late 1990s, the film “The Cowboy Way” stands out as one of the weakest, if not the worst. In this production, Harrelson and Sutherland portrayed two rodeo cowboys from New Mexico who journeyed to New York City to investigate the murder of their friend. The movie’s comedic style is exemplified by its promotional material, depicting Harrelson and Sutherland riding horses in the midst of bustling city traffic, looking bewildered. Given the overused fish-out-of-water concept, it’s unlikely that this premise would have succeeded even with exceptional production values. Regrettably, “The Cowboy Way” barely put forth any effort in that regard.
57.
After the Sunset (2004)
Harrelson’s latest “vacation role,” set in the Bahamas for this forgettable Brett Ratner production, is another example of his film choices. Regrettably, this action comedy, which stars Pierce Brosnan, Salma Hayek, Don Cheadle, and Harrelson himself, fails to leave a lasting impression during viewing. Each actor delivered more compelling portrayals of their characters prior and post this movie.
56.
The Grand (2007)
In simpler terms, “The Grand” is a Christopher Guest film that underwent some rough handling by a mule and is a completely improvised comedy set at the World Series of Poker tournament during an era when numerous movies focused on professional poker. Harrelson, donning another amusing wig, portrays a poker player who has tied the knot 75 times. This movie appears to take its subject matter quite lightly, as evidenced by Harrelson’s performance in improvisational scenes. The film also features an unexpected appearance by Werner Herzog at a time when such appearances were less common.
55.
Seven Pounds (2008)
How about this: You could rephrase it as: “Hey there, imagine acting the part of a kind-hearted, vegetarian, visually impaired telemarketer in a movie filled with heartwarming schmaltz. Harrelson’s performance in ‘Seven Pounds’ is a departure for him, as he portrays Ezra, a straightforward and altruistic character whom Will Smith’s persona chooses to aid. Consequently, most of Harrelson’s role involves conveying simple goodness. Of course, you’ve already watched the movie.”
54.
Play It to the Bone (1999)
Among Ron Shelton’s sports comedies (“Bull Durham,” “Tin Cup,” “White Men Can’t Jump”), this one stands out as the least engaging. The reason being, Shelton appears to have had less passion for the central sport of boxing compared to basketball, golf, and baseball. This lack of interest is evident in the film. In this story, Harrelson portrays a boxer competing against Antonio Banderas for the affections of Lolita Davidovich. However, the metaphors used to illustrate love through boxing don’t hold up as effectively as they did with baseball, golf, or basketball. Given the rich history of compelling boxing movies, this shortcoming is significant. Harrelson delivers a commendable performance in the film despite this limitation.
53.
Sleepwalking (2008)
Harrelson’s performance in “Sleepwalking” as Randall, a friend of the protagonist, doesn’t require much effort. He mainly relies on his charisma and laid-back demeanor. The movie doesn’t demand much from him, but he adds credibility to certain lines, such as “You have any idea where I can buy enough weed for two acres?”
52.
Ed TV (1999)
Ron Howard’s comedy, which came out around the time reality TV was gaining popularity, failed to utilize the charms of McConaughey and Harrelson effectively. These actors later shined brilliantly on “True Detective.” The film isn’t as terrible as its reputation suggests, but the combination of satire, slapstick humor, and social commentary didn’t suit Howard’s style. Unfortunately, both McConaughey and Harrelson seemed restricted in their performances. Ellen DeGeneres, however, brought a delightful energy to the production.
51.
Defendor (2010)
In the oversaturated market of superhero films, the unique and refreshing take of “Defendor” stood out: a quirky indie movie revolving around Arthur, an unassuming man, who transforms into a batman-esque vigilante called Defendor. He fervently believes that he’s on a mission to thwart Captain Industry, an enigmatic adversary. It’s important to note that Arthur grapples with profound psychological issues stemming from past family trauma. The film explores the intriguing notion of what would transpire if Bruce Wayne lacked wealth and was instead, just a troubled common man. Although the concept is engaging, the execution falls short, yet Harrelson masterfully portrays the innocence and goodness within a misguided fool who interprets the world through his cherished graphic novels.
50.
Merritt McKinney in the Now You See Me movies (2013, 2016)
Harrelson, much like other accomplished character actors in the current era, astutely joined popular film franchises. Among them, the “Now You See Me” series stands out as rather whimsical. In these films, Harrelson portrays Merritt McKinney, who is part of a group of magician burglars that shares similarities with “Ocean’s Eleven” populated by numerous Scott Caans. As Merrit, he is both a hypnotist and psychic, which necessitates Harrelson to deliver considerable dialogue while brandishing one hand – focusing on the psychic energies, you know? – and maintaining a smirk that could pass for a shit-eating grin. These movies offer Harrelson an opportunity to unwind and enjoy himself, leading to light-hearted mainstream productions that make for enjoyable viewing during a leisurely Sunday afternoon on TNT.
49.
Kate (2021)
In simpler terms, the Netflix film “Expendable” features Woody Harrelson in a supportive role, guiding Mary Elizabeth Winstead’s elite assassin character. After being fatally poisoned and seeking revenge on those responsible before she dies, Winstead embarks on a dangerous quest. Harrelson primarily benefits from the situation, assumedly receiving a generous payment.
48.
The Man From Toronto (2022)
As a movie critic with over two decades of experience under my belt, I’ve seen my fair share of films that leave me feeling underwhelmed and unimpressed. But “Kate” and “The Man From Toronto,” released by Netflix in the late 2010s and early 2020s, took it to a whole new level.
47.
Money Train (1995)
In an attempt to recreate the unique dynamic between Wesley Snipes and Woody Harrelson, a new action-comedy film focuses on two desperate transit cops. Known as “Money Train,” this movie is primarily recognized for several key aspects. Firstly: Harrelson’s mullet hairstyle, which he largely conceals under a beret throughout the film. Secondly: The controversy surrounding the movie after an incident where someone attempted to replicate one of its scenes, involving a subway worker being set on fire in his booth. Thirdly: Jennifer Lopez graces the cast with her presence. Lastly but not least, Robert Blake adds an unsettling element to the production.
https://youtube.com/watch?v=watch?v=qWOVrsNVBnQ
46.
Wilson (2017)
In theory, Harrelson’s portrayal of Daniel Clowes’ grouchy title character, who unexpectedly finds out he has a teenage daughter, appeared to be a sure success on paper. However, Wilson falls short of the witty and biting edge found in “Ghost World.” Sadly, Harrelson fails to elevate the role with his monotonous performance. His Wilson is yet another iteration of the disenchanted middle-aged misanthrope we’ve seen in American indie films throughout the century, and what’s more disappointing is that he isn’t even amusing.
45.
Indecent Proposal (1993)
Approximately a month before “Cheers” came to an end, Harrelson declared his plan to leave behind the Woody Boyd character in the engaging Adrian Lyne film, “Indecent Proposal.” In this production, Harrelson and Demi Moore portrayed a devoted yet financially struggling couple. They encountered an intriguing, wealthy businessman, played by Robert Redford, who presented them with an unexpected proposition: “I will give you one million dollars if you let me spend one night with your wife.”
44.
Management (2009)
Harrelson often finds himself in supporting roles in romantic comedies, where he plays the part of the boyfriend trying to hinder the hero’s pursuit of the female lead. In this instance, he portrays a charming yet cheesy bro-hipster character that Steve Zahn’s man-child character attempts to separate from Jennifer Aniston. While we may have preferred Harrelson over Zahn in the film, the movie itself remains uncertain.
43.
She Hate Me (2004)
In “She Hate Me,” directed by Spike Lee, Harrelson excellently portrayed the loathsome white-collar antagonist Leland Powell. This detestable Wall Street executive, played by Harrelson, contributes to the main character Jack’s (Anthony Mackie) downfall. Harrelson masterfully conveys Leland’s insidious false self-assurance among subordinates or drops veiled racist comments during conference calls. As you watch, it’s hard not to want to retaliate against this despicable character. Despite his minor role in “She Hate Me,” Harrelson brings Leland to life so vividly that one can easily imagine him socializing with the infamous Wolf of Wall Street clique.
42.
Friends With Benefits (2011)
As a long-time film critic with a deep appreciation for character acting, I’ve had the pleasure of watching Woody Harrelson bring his unique talents to the big screen countless times. There’s an undeniable joy in witnessing him return to his basketball roots in “Friends With Benefits.” However, this romantic comedy falls short of the depth and complexity found in gems like “White Men Can’t Jump” or even “Semi-Pro.”
41.
Midway (2019)
Roland Emmerich’s solemn World War II film pays tribute to the valiant American soldiers who turned the tide at the Battle of Midway against the Japanese. Harrelson portrays Admiral Chester Nimitz, tasked with leading the operation that many doubted could be won. Historically accurate, yet “Midway” fails to breathe life into Nimitz as a character. Harrelson manages an impressive hairdo resemblance, but beyond that, this film is filled with stilted determination, leaving Woody insufficient room to create a compelling persona. Emmerich might as well have brought in wax figures instead.
40.
Fly Me to the Moon (2024)
In the film “Fly Me to the Moon,” Harrelson portrays Moe Berkus, a government agent whose enigmatic persona draws Scarlett Johansson’s marketing executive into joining NASA for the Apollo 11 mission. Harrelson effectively blends an appealing handsomeness with a hint of mischief in his performance. However, due to the shallow development of the film’s main characters, played by Johansson and Channing Tatum, Harrelson is limited to portraying a one-dimensional spy. Sadly, his character takes center stage in the most implausible subplot of the movie, which we won’t reveal, but let’s just say it involves the moon. Despite his efforts, Harrelson fails to infuse this absurd scenario with either wit or credibility.
39.
LBJ (2017)
Harrelson is known for his laid-back acting style, which makes critics underestimate his capabilities for bold and ambitious performances. However, in the biopic “LBJ,” he delivers an exceptional performance as Lyndon Baines Johnson. His portrayal of the complex Texas senator is intense and focused, showcasing Harrelson’s unique understanding of Johnson’s character. In this film, we see a harsh and obstinate politician who resented the Kennedy family’s exclusivity. This resentment grew stronger when he became president after JFK’s assassination. Harrelson conveys the bravado and wounded pride of his character effectively. However, the heavy makeup and Rob Reiner’s TV-movie direction limit the potential impact of this compelling character study.
38.
2012 (2009)
In simpler terms, this movie is an extravagant and entertaining apocalyptic disaster production, reminiscent of Roland Emmerich’s best work. The film allows Emmerich to depict the long-awaited end of the world, following his previous destruction-filled career. Harrelson delivers a memorable performance as a quirky hermit, warning everyone about the impending doom. Although disregarded by all, he shines in his chaotic and comically tragic final scene when it’s too late.
https://youtube.com/watch?v=watch?v=S1Kbym7WYzs
37.
The Prize Winner of Defiance, Ohio (2005)
Due to his plain, All-American appearance, Harrelson is an ideal choice to depict disheartened and detached fathers. For instance, in Jane Anderson’s film adaptation of Terry Ryan’s memoir, he portrays Kelly, the problematic husband of the saintly Evelyn (Julianne Moore). The film, titled “The Prize Winner,” offers a sentimental yet commonplace portrayal of 1950s society. Although it pales in comparison to Moore’s other films in this genre, Harrelson convincingly embodies his character’s powerlessness. He struggles to hide his embarrassment as his wife becomes the family’s financial provider by writing catchy jingles. Despite his failures, he manages to make the audience feel compassionate towards him.
36.
Suncoast (2024)
In a surprising turn from his outspoken and iconoclastic persona, Woody Harrelson portrays Paul in “Suncoast,” a reserved and humble Christian activist who sets up camp outside Terri Schiavo’s hospital to protest the removal of her feeding tube during the mid-2000s. In this film, Harrelson is a supporting character, playing second fiddle to Nico Parker as Doris, a young woman deeply connected to a hospital patient. Despite their contrasting demeanors, Paul and Doris form an unlikely friendship, allowing Harrelson to showcase his quirky hippie personality. However, even with a heartfelt performance, the role fails to offer much unexpected depth from this accomplished actor.
35.
L.A. Story (1991)
As a devoted cinema enthusiast, I’d recount it this way: In one amusing scene from “L.A. Story,” I watched Woody Harrelson brilliantly portray Steve Martin’s Los Angeles TV weatherman boss. His disdain for the job was palpable – he didn’t fret about taping his forecasts in advance since, after all, L.A.’s weather seldom varies, right? But alas, one unexpected rainy day came along. Harrelson, who had assumed it would be sunny and thus sailed away, returned to find himself out of a job. At that stage of his career, audiences would recognize him as the “Cheers” guy, but films like “L.A. Story” paved the path for a more prominent film role for Harrelson.
34.
Doc Hollywood (1991)
In the early 1990s, if you needed an actor for the role of a bumbling hothead hick, Woody Harrelson from “Cheers” would be a strong consideration. In the movie “Doc Hollywood,” Harrelson portrayed Hank, who competed for the affections of small-town beauty Lou (Julie Warner), and attracted the attention of the new big-city doctor (Michael J. Fox) in town. Harrelson himself acknowledged that it was Michael J. Fox who wanted him for this part, which marked his film debut. Even on “Cheers,” it was evident that Harrelson was more intelligent than the simple-minded character he portrayed, and his natural charm translated seamlessly to the silver screen.
33.
A Prairie Home Companion (2006)
It’s unfortunate that Harrelson collaborated with director Robert Altman just once: Their easygoing, unconventional personalities appear to be a great fit. At least we have Harrelson in “A Prairie Home Companion,” where he and John C. Reilly portray the cherished cowboy duo Dusty and Lefty on the radio show. Although it’s not a significant role, it’s one of Harrelson’s most endearing performances – even if, or perhaps because of, the awkward jokes they exchange during their upbeat musical number.
32.
Wildcats (1986)
Harrelson landed his first film role around the time he joined the cast of “Cheers.” In this uncomplicated football comedy, he portrays another charming and simple-minded hick. Goldie Hawn stars as the high school coach. Notable aspects of the movie include Harrelson’s scenes with Wesley Snipes, who later co-starred with him in “White Men Can’t Jump.” Harrelson looks quite convincing wearing a helmet on set.
31.
Champions (2023)
In the 1990s, Harrelson featured in the underappreciated “Kingpin” directed by the Farrelly brothers. Nearly three decades later, he collaborated once again with Bobby Farrelly for this light-hearted sports comedy titled “Champions.” The story revolves around a grumpy basketball coach who is compelled to manage a team of athletes with learning disabilities when he’s struggling to find employment. Harrelson’s role in this film is far from challenging, as he portrays an obnoxious character who eventually grows fond of his players. Despite the simplistic and foreseeable plotline, Harrelson manages to infuse it with warmth and endearment, much like the movie itself.
30.
A Scanner Darkly (2006)
I’d encourage you, my dear young friends, to steer clear of drugs. The animated adaptation of Philip K. Dick’s novel “A Scanner Darkly,” directed by Richard Linklater, is filled with paranoia and unease. And who better to embody the ultimate stoned and disconnected character than Woody Harrelson? His portrayal of Ernie brings to mind the lovable yet hapless Shaggy from Scooby-Doo, but there’s a darker side to him as well – a perfect fit for a film that straddles both the comedic and thrilling genres. Given Harrelson’s public image as an advocate for hemp, it may seem like a natural role for him in “A Scanner Darkly.” However, if one is going to embrace such a persona, doing so in a thought-provoking film like this is a remarkable way to fully embody it.
29.
Semi Pro (2008)
Harrelson subtly outshines the generally predictable Will Ferrell comedy with his portrayal of an aging basketball player nearing the end of his career. His character echoes the Crash Davis persona, leaving audiences yearning for a deeper exploration. At times, Ferrell’s presence as Jackie Moon can overshadow less prominent narratives and actors. The film isn’t poorly made, but it falls short in fully developing Harrelson’s captivating storyline.
28.
Welcome to Sarajevo (1997)
Inspired by real events, the Michael Winterbottom film portrays the experiences of an English war correspondent, Stephen Dillane, stationed in Sarajevo during the early 1990s. Harrelson portrays Jimmy Flynn, an American reporter, who brings an exuberant energy to this British production. Jimmy embodies the stereotypical brash and outspoken American character, making him a perfect fit for the role. His cockiness, opinions, and careless demeanor are reminiscent of how some view Americans abroad. It’s not so much an acting performance as it is an attitude, yet Harrelson exudes a snarky self-assurance that hints at a journalist who has learned to mask his emotions to avoid being emotionally impacted by the devastating scenes around him.
27.
Shock and Awe (2018)
Regarding films where Harrelson portrays journalists, he teamed up once more with director Rob Reiner for the mediocre “Shock and Awe.” This film pays tribute to the tenacious Knight Ridder reporters who exposed the Bush administration’s deception about weapons of mass destruction in Iraq. Based on real events, this run-of-the-mill thriller follows Harrelson’s character, Jonathan Landay, as he confronts corrupt government officials and delivers the movie’s messages through dialogues. While some might view his role as insignificant and overt, Harrelson’s charisma more than makes up for it.
26.
North Country (2005)
In the film “North Country,” Harrelson’s role is surprising due to his frequent portrayal of rule-breakers and nonconformists. He transforms into Bill White, the tenacious lawyer representing Charlize Theron’s sexually harassed character, Josey Aimes. Harrelson’s performance strikes the perfect balance of righteous anger. Director Niki Caro crafted a powerful message movie with minimal award-season fanfare, and Harrelson seamlessly fits into this understated tone as Bill – an ordinary yet exceptionally skilled lawyer.
25.
Venom: Let There Be Carnage (2021)
In the lively follow-up to the 2018 blockbuster, Woody Harrelson shines as a psychopathic killer who morphs into Carnage, an intimidating symbiote with Venom-like power. Unlike his chilling portrayal in “War for the Planet of the Apes,” Harrelson’s performance in “Let There Be Carnage” is more playful and absurd, perfectly fitting the tone of the movie. Harrelson skillfully delves into madness, making every scene a joy to watch.
https://youtube.com/watch?v=watch?v=09zP4iK6QuI
24.
Battle in Seattle (2007)
In a “Medium Cool”-style portrayal of the WTO protests in Seattle, Harrelson delivers an outstanding performance as a police officer. His pregnant wife, played by Charlize Theron, unintentionally gets caught up in the demonstrations and is brutally attacked by law enforcement. Traumatized by the event, Harrelson is compelled to resume his duties. However, the experience leaves him devastated, leading him to wreak havoc in retaliation. The film would have benefited from a more streamlined cast and plot. A narrower focus on Harrelson’s character could have resulted in a more impactful story.
23.
Triple 9 (2016)
A less recognized yet entertaining thriller, “Triple 9,” offers Woody Harrelson an excellent supporting role as a self-assured Atlanta detective. He nurtures his streetwise nephew cop (Casey Affleck). Harrelson excels at portraying authoritative figures who appear unconcerned, and in “Triple 9,” he delivers a brash, nonchalant exterior with hidden depths of morality and dedication. The film provides ample opportunity for Harrelson to relish his character’s quirks: Who else but Harrelson could caution, “Watch what you search online or share on social media”?
22.
Palmetto (1998)
In simpler terms, this film noir gets overly heated, cooked, and exaggerated to the point of being absurdly enjoyable. Woody Harrelson’s character, a bumbling reporter with a perpetual misunderstanding of his surroundings, finds himself right in the thick of it all. The movie is similar to a Carl Hiaasen novel but with less humor and more grime. Although it might not be the exchange you’d prefer, it’s still engaging. Harrelson’s bewildered expression keeps things entertaining throughout.
21.
Solo: A Star Wars Story (2018)
I’ve seen Woody Harrelson in many roles throughout my movie-watching journey, and one that stands out is the clever and cunning rogue character he played in a recent film. This isn’t the first time we’ve encountered this type of smart and wily character from Harrelson, and it seems like only yesterday when we last saw him on the silver screen.
20.
Triangle of Sadness (2022)
Many Americans were unfamiliar with the faces in Ruben Östlund’s Palme d’Or-winning satire on wealth, except for Woody Harrelson, portraying the drunken captain of the yacht inhabiting the film’s characters. Contrary to popular belief, he isn’t the central figure, but his performance is hilarious in its brevity. He despises these elitist one percenters and frequently voices his disdain for capitalism. Even if his character becomes repetitive, it doesn’t diminish the delightful amusement evident in Harrelson’s eyes.
19.
Three Billboards Outside Ebbing, Missouri (2017)
Harrelson teams up once more with “Seven Psychopaths” writer-director Martin McDonagh for the film “Three Billboards Outside Ebbing, Missouri.” In this production, McDormand stars as a mother mourning the loss of her daughter, who was brutally raped and murdered. Harrelson portrays the town’s police chief, whom she holds responsible for the lack of progress in the case. Initially appearing to be a lazy officer, his character later reveals intricate layers, making us question his true intentions. With this role, Harrelson showcases his powerful dramatic abilities, further solidifying his impressive recent acting streak and hinting at even greater accomplishments in his career.
18.
Transsiberian (2008)
In most films, Harrelson portrays edgy characters. Thus, it was unexpected to witness his skillful portrayal of uptight Roy in “The Trans-Siberian Railway,” a Brad Anderson thriller. In this movie, Harrelson and Emily Mortimer play an American couple attempting to revive their faltering marriage by embarking on a journey across the Trans-Siberian Railway. However, they encounter more than they anticipated when they meet two more adventurous individuals, Eduardo Noriega and Kate Mara. Harrelson dons a pair of glasses that give him a nerdy appearance and delivers a subdued performance as a relatable everyman who finds himself in a perilous situation. He effectively portrays the anxious counterpart to his typical extroverted roles.
17.
Out of the Furnace (2013)
Harlan DeGroat may represent a peak role for many actors, but for Harrelson, it’s merely another exceptional portrayal of a psychopath. In “Out of the Furnace,” he brings to life a white-trash drug dealer and menacing character with an unsettling charm. What makes Harlan chilling is his moral emptiness. Unlike typical villains driven by traumatic pasts or intricate connections to the film’s other characters, Harlan is simply vile, reveling in his power to manipulate those around him. This is most evident in a particularly gripping scene:
16.
Seven Psychopaths (2012)
When it comes to psychopaths in film, Woody Harrelson’s performance as Charlie Costello in Martin McDonagh’s “Seven Psychopaths” shines. With his unflinching calmness, Harrelson brings the L.A. gangster to life, a man deeply attached to his beloved shih tzu. The pooch’s abduction serves as the catalyst for this dark comedy-thriller. Similar to other characters in the film, Charlie exists at an amusing yet absurd level – we’re meant to recognize him as a cinematic construct, a parody of Tarantino’s villains. However, Harrelson’s portrayal makes Charlie unsettlingly real, absorbing us with his understated wickedness. Despite the humor, it’s chilling that Charlie remains oblivious to the amusing side of his own evil deeds.
15.
The Hi-Lo Country (1998)
Harrelson has portrayed numerous cowboy roles in Hollywood due to his Texas background, but “Million Dollar Mermaid” sees him deliver a more nuanced and profound performance. In this Stephen Frears production, Harrelson embodies a solitary, menacing cowboy whose greed and quiet allure are intertwined. The film is somewhat heavy-handed, yet Harrelson manages to shine through. During that time, efforts were being made to establish Billy Crudup as a leading man in movies, but it was Harrelson who left a lasting impression.
14.
Haymitch Abernathy in the Hunger Games movies (2012, 2013, 2014, 2015)
As a film enthusiast, I’ve always admired Woody Harrelson’s unique ability to disappear into his own world while working on a project, only to surprise us with his insightful and eloquent words. In “The Hunger Games,” he played the role of Haymitch Abernathy, the mentor to Jennifer Lawrence’s Katniss. The films often felt heavy-handed, but Harrelson’s presence added a touch of humanity and levity.
13.
Wag the Dog (1997)
Harrelson excels at creating big impacts with minimal resources, as seen in “Wag the Dog,” where he portrays a disturbing rapist transformed into a military hero as part of a scheme to divert attention from the president’s scandals. In this role, Harrelson primarily showcases his menacing and drugged-up acting skills, bringing endless entertainment to the satirical piece that carries a profound message beneath its playful surface. This was among the last instances where Harrelson embraced a cameo role of this nature; by the late 1990s, audiences had come to expect his unmatched comic energy and instability.
12.
The Glass Castle (2017)
In a film based on Jeannette Walls’ memoir, the portrayal of dysfunctional family dynamics feels overused. However, Harrelson delivers an outstanding performance as Rex Wallis, a drunk with grand dreams that failed to materialize. He skillfully conveys both the terrifying and endearing aspects of our fathers during childhood. What sets Harrelson apart is the unpredictability of Rex’s character – he can switch from loving to cruel without notice, reflecting the uncontrollable nature of some fathers. While there are many Complex Bad Dads in cinema, Harrelson’s portrayal stands out as one of the more compelling recent interpretations. He sheds his youthful bravado for a character who, beneath the surface, likely recognizes his own weaknesses.
11.
Zombieland, Zombieland: Double Tap (2009, 2019)
As a long-time film enthusiast with a particular fondness for horror comedies, I’ve seen my fair share of zombie movies. Some are memorable, some are forgettable, and some are just plain overrated. This one, despite its impressive cast, falls into the latter category for me.
https://youtube.com/watch?v=watch?v=KugiqORzaPs
10.
The Thin Red Line (1998)
In the collective recollection of the culture, Harrelson’s contribution to Terrence Malick’s World War II film is often summarized by the humorous line “I blew myself up!” This simplification is not surprising given the numerous minor roles played by major actors in “The Thin Red Line,” and the stars who were entirely omitted. However, it undervalues Harrelson’s exceptional performance in a brief screen time as a battle-hardened soldier who unwittingly causes an explosion with his grenade and perishes. This is a particularly moving death scene due to the tragic stupidity of his demise, and Harrelson skillfully elicits deep emotional resonance from the audience.
9.
Rampart (2012)
In “Rampart,” we encounter a harsh and inflexible portrayal of corrupt LAPD officer Dave Brown, portrayed by Woody Harrelson. Amidst a city-wide police scandal, this complex anti-hero is not inept but rather chooses to overstep the boundaries of the law in order to tackle crime more effectively. However, the film’s excessive emphasis on Dave’s despicable traits can be limiting, creating an unyielding and somewhat tiring portrayal. Harrelson delivers a chilling performance as this embittered, racist cop, but unfortunately, the one-dimensional representation diminishes its impact over time. Nonetheless, “Rampart” is a compelling film with a captivating yet imperfect performance by Harrelson that leaves a lasting impression.
8.
The Edge of Seventeen (2017)
Many disappointed teenagers long for a teacher as exceptional as Mr. Bruner, portrayed by Harrelson in “The Edge of Seventeen.” In the movie, Hailee Steinfeld’s character Nadine finds in him a firm but nurturing guide. Understanding that Nadine requires both encouragement and a challenge, Harrelson skillfully delivers a complex performance as someone who recognizes her intelligence but also her fear of maturity. Despite his rough exterior, this role stands out as one of Harrelson’s most engaging and compassionate film appearances.
7.
War for the Planet of the Apes (2017)
In the third installment of the “Planet of the Apes” prequels, Harrelson portrays a human leader named The Colonel, who is paying tribute to Marlon Brando’s Kurtz character from “Apocalypse Now.” The Colonel leads a resistance group and appears to have lost his sanity in the process. This representation of humanity’s extreme behaviors during crises serves as an intimidating adversary for Caesar (Andy Serkis). Harrelson delivers a bold, self-assured performance that retains the quirks that have defined his unconventional career.
6.
White Men Can’t Jump (1992)
Harrelson, known for his lovable goofiness from “Cheers,” shines in “White Men Can’t Jump” as a charismatic, cunning con artist. His natural chemistry with Snipes is authentic and captivating – a duo reminiscent of the iconic Crosby and Hope. The film is filled with witty banter that transforms a simple game of basketball into an engaging screwball comedy. Despite its uncertain fashion trends, “White Men Can’t Jump” remains entertaining today. Who would have thought Woody Boyd could be such an eloquent talker?
5.
No Country for Old Men (2007)
The intricate portrayal of Anton Chigurh’s exploits in this Best Picture winner often overshadows the depth of even minor roles, such as that of Carson Wells, brilliantly played by Harrelson. In many films, Carson would be a mere supporting character, but here his emotional arc is poignantly conveyed. Initially, we encounter him as a self-assured and arrogant bounty hunter boasting about his abilities to his employer. However, when Carson encounters Chigurh and realizes his imminent demise, Harrelson delivers a moving performance. The actor’s death scene reveals a hidden vulnerability beneath the bravado of a man who has relied on bluffing throughout his life, only now confronted by an adversary he cannot deceive.
4.
The Messenger (2009)
In the autumn of 2009, Harrelson expressed that he was experiencing a successful phase in his acting career once more. He shared that he had been content with most of the roles offered to him, which wasn’t a consistent experience for him in the past. The film “The Messenger” signified the pinnacle of this period, bringing Harrelson his second Oscar nomination as an ex-alcoholic Army officer delivering tragic news to the families of soldiers lost in the Iraq War. Unlike other projects where he had to breathe life into underdeveloped characters with his unique charm, “The Messenger” presented a deeply complex character, Captain Tony Stone. This principled man was resolute in executing his difficult assignment with honor and compassion. The film left audiences deeply moved as they watched Harrelson’s character navigate the heartbreaking encounters with the grieving families, maintaining composure while they fell apart. “The Messenger” is a remarkable yet overlooked piece about the Iraq War, and Harrelson’s performance leaves an impact that few of his roles have managed to do.
3.
Natural Born Killers (1994)
The film “Natural Born Killers” significantly altered our perception of Harrelson with its provocative exploration of violence, media sensationalism, and our fascination with serial killers. At the heart of this disturbing masterpiece is Harrelson’s chilling portrayal of Mickey Knox, a despicable character who, along with his partner Mallory (Juliette Lewis), wreaks havoc and chaos. This marked a stark departure from Harrelson’s earlier roles as the lovable slacker from “Cheers” or the street-smart basketball player in “White Men Can’t Jump.” In “Natural Born Killers,” Harrelson breathed life into an original, unsettling character – a ruthless killer driven by pure id – that brought out the darkest, most primal aspects of the actor. The film’s impact is immense, and Harrelson’s fearless transformation from a nice guy to a cold-blooded killer remains one of its most daring and memorable moments. Few actors could convincingly deliver the line “At birth, I was thrown into a cesspool of filth.” Harrelson makes you believe it.
2.
Kingpin (1996)
In our opinion, this ’90s film stands out for its outrageous, irreverent humor and eccentric elements such as prosthetic limbs, the Amish community, bowling, and Randy Quaid’s performance before his public breakdown. Harrelson portrays a sad sack named Munson, who is down on his luck to the point of being synonymous with failure. Despite the movie’s absurdity, Harrelson adds some genuine emotion to the story, even if it comes from a film featuring him milking cows using only his mouth. Simply recalling this movie brings us immense laughter.
1.
The People vs. Larry Flynt (1996)
To prepare for his Oscar-nominated role, Woody Harrelson spent time getting to know Larry Flynt, the controversial magazine publisher who challenged First Amendment boundaries. Contrary to his past perception in the media, Harrelson formed a friendship with Flynt during visits to his offices on Wilshire Boulevard. “He’s one of my friends now,” Harrelson shared this summer. “I wouldn’t have taken on the part if I didn’t like him. Growing up in Texas and Ohio, he was often portrayed negatively. I don’t support pornography, but meeting him changed my opinion. He’s an open book.”
Grierson and Leitch frequently discuss films through their writing and run a podcast on cinema. Keep updated with them by following them on Twitter or checking out their website.
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2024-07-22 19:10