10 Best Ryan Reynolds Characters Ranked From Deadpool to Detective Pikachu

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LOS ANGELES, CA – NOVEMBER 03: Ryan Reynolds arrives for the World Premiere Of Netflix’s “Red Notice” held at L.A. LIVE on November 3, 2021 in Los Angeles, California. (Photo by Albert L. Ortega/Getty Images)
Ryan Reynolds dances through Hollywood like a comedic maestro, wielding charm and wit as his secret weapons. His career, a glorious tapestry of foul-mouthed superheroes and fuzzy detectives, has redefined what it means to be both an action star and a comedian simultaneously. With eyebrows perpetually cocked and timing sharp enough to slice diamonds, Reynolds transforms even mediocre scripts into gold through sheer charismatic alchemy, leaving audiences doubled over or secretly wiping away tears.
Hollywood’s ultimate chaos agent, Ryan Reynolds, blends razor-sharp wit with unexpected heart. From Deadpool’s fourth-wall breaks to Pikachu’s snark, his performances are not just acted, they are unleashed. Here are the 10 best rankings of Reynolds’ iconic roles.
Ryan Reynolds' top 10 roles that stole the show
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The Ryan Reynolds cinematic universe spans dimensions of hilarity and heartbreak with chameleon-like precision. From blood-soaked vigilantes to caffeine-addicted pocket monsters, his repertoire defies simple categorization while maintaining that unmistakable Reynolds essence. The actor's gift lies in creating characters who feel like old friends, the kind who mercilessly roast you but would also take a bullet without hesitation.
Get ready for the ultimate Ryan Reynolds ranking that will settle bar debates and family dinners for good.
1. Deadpool, Deadpool (2016)
Wade Wilson's transformation into the Merc with a Mouth in Deadpool represents Ryan Reynolds' career-defining role, a blood-spattered love letter to irreverence that waited years in development hell. This fourth-wall-obliterating antihero dishes out ultraviolence and inappropriate one-liners with equal enthusiasm, turning superhero conventions inside out like a chimichanga wrapper. Reynolds inhabits the scarred mutant with such perfect synchronicity that separating actor from character becomes nearly impossible, creating a cultural phenomenon that simultaneously satirizes and celebrates the very genre it exists within.
From a disfigured anti-hero to a charming assistant, Ryan Reynolds shifts gears from Deadpool’s brutal vengeance to The Proposal’s hilarious fake-marriage scheme, proving his versatility in both action and romance.
2. Andrew Paxton, The Proposal (2009)
Behind Andrew Paxton's exasperated eye-rolls lurks an executive assistant with dreams beyond fetching coffee for publishing tyrant Margaret Tate. When immigration troubles transform his nightmare boss into his pretend fiancée, Ryan Reynolds crafts a masterclass in comedic tension. His Alaskan homecoming, complete with eagle-kidnapping grandmothers and forest-bound n--- encounters, showcases Reynolds' talent for vulnerability beneath sarcasm. The chemistry with Sandra Bullock sizzles precisely because Reynolds plays Andrew as simultaneously exhausted, calculating, and genuinely falling in love despite his better judgment.
While The Proposal showcases Ryan Reynolds as a reluctant fiancé, Waiting... reveals his comedic edge as a sarcastic waiter, turning mundane workplace struggles into darkly humorous escapades.
3. Monty, Waiting... (2005)
Restaurant hell gets the Ryan Reynolds treatment through Monty, a waiter whose customer service smile masks existential dread and inappropriate workplace shenanigans. With each perfectly timed insult and food-tampering suggestion, Reynolds creates restaurant industry shorthand for that coworker who is simultaneously your workplace salvation and downfall. His performance elevates what could have been a disposable comedy into a cult classic, capturing that specific life-stage where potential collides with reality over minimum wage and maximum attitude, all served with a side of Reynolds' signature raised-eyebrow delivery.
From mocking customers in Waiting... to ruling college parties in National Lampoon's Van Wilder, Ryan Reynolds embodies the ultimate slacker-turned-legend, blending wild antics with unexpected self-reflection.
4. Van Wilder, National Lampoon's Van Wilder (2002)
The role that launched a career, Van Wilder, embodies the ultimate campus legend, 7 years deep into college with no intention of graduating but encyclopedic knowledge of party organization. Ryan Reynolds infuses this extended adolescence with a surprising heart, creating a character whose fear of the future hides beneath keg stands and outrageous pranks. His effortless charisma sells even the film's cringiest moments (protein shake bulldog, anyone?), establishing the Reynolds template: a wise-cracking exterior concealing unexpected depth, all delivered with precision timing that makes improv look scripted.
Van Wilder’s party days may be legendary, but in Free Guy, Ryan Reynolds reinvents himself as an NPC discovering his own reality, trading raucous comedy for heartfelt digital heroism.
5. Guy, Free Guy (2021)
Ryan Reynolds transforms the background character archetype into a revolutionary hero as Guy, a non-playable video game character who develops sentience through sheer optimistic persistence. His journey from programmed pleasantries to digital enlightenment showcases Reynolds' ability to find humanity on high-concept premises. The performance juggles wide-eyed wonder with deadpan humor as Guy discovers both his artificial nature and authentic soul, creating a technological fable that feels surprisingly heartfelt amid explosions, Easter eggs, and existential crises rendered in pixel-perfect action sequences.
While Free Guy explores a virtual world, The Croods takes Ryan Reynolds back to prehistoric times, where his inventive character, Guy, brings humor and heart to a family’s survival journey.
6. Guy, The Croods (2013)
Ryan Reynolds' voice brings prehistoric innovation to life through Guy, a caveman genius whose brain completely outpaces his era. His vocal performance captures both intellectual confidence and social awkwardness as Guy introduces concepts like shoes, fire, and tomorrow to the delightfully primitive Crood family. The character becomes an evolutionary catalyst wrapped in romantic lead packaging, showcasing Reynolds' ability to convey complex emotions through voice alone. His chemistry with Emma Stone's Eep crackles with cross-millennial attraction, proving Reynolds can generate sparks even when limited to animated expressions and perfectly timed vocal delivery.
From guiding cavemen in The Croods to swapping lives in The Change-Up, Ryan Reynolds trades prehistoric chaos for modern-day hilarity, proving even body-swapping cannot dull his comedic charm.
7. Mitch, The Change-Up (2011)
Body-swap comedies live or die on performance, and Ryan Reynolds delivers masterful discomfort as freewheeling bachelor Mitch suddenly inhabiting his responsible best friend's life. His portrayal of a man horrified by suburban routine, yet gradually finding meaning in responsibility, elevates standard-issue hijinks into something approaching emotional truth. Reynolds perfectly calibrates the "wrong person in wrong situation" energy, making audiences believe a character can simultaneously remain himself while influenced by another's life experience. His physical comedy reaches peak awkwardness during infant-handling sequences that should be studied in comedy masterclasses worldwide.
After the wild antics of The Change-Up, Definitely, Maybe sees Ryan Reynolds in a more reflective role, unraveling love stories with his daughter, mixing romance, nostalgia, and emotional depth.
8. Will Hayes, Definitely, Maybe (2008)
Ryan Reynolds showcases romantic leading man depth as Will Hayes, a father recounting his complicated relationship history to his curious daughter. His performance navigates three distinct romantic timelines with subtle evolution, avoiding the easy trap of playing Will as the same person throughout. Each heartbreak and connection receives nuanced treatment, with Reynolds finding specific chemistry with each romantic prospect while maintaining character consistency. The film's mystery structure, which love interest becomes his eventual wife? works precisely because Reynolds makes audiences invest in every potential path, creating genuine emotional stakes beneath the romantic guessing game.
From heartfelt romance in Definitely, Maybe to high-stakes espionage in Safe House, Ryan Reynolds shifts to intense action, playing a rookie CIA agent caught in a deadly conspiracy.
9. Matt Weston, Safe House (2012)
Ryan Reynolds demonstrates dramatic gravity as CIA rookie Matt Weston, holding his own against Denzel Washington's formidable screen presence. His transformation from desk-bound bureaucrat to reluctant action hero unfolds with believable progression as moral certainties splinter under pressure. Reynolds strips away his comedic toolkit to reveal steel beneath, crafting a character study in idealism confronting compromise. The performance hinges on subtle shifts in confidence and desperation rather than one-liners, proving Reynolds possesses dramatic depths that remain relatively untapped alongside his more commercial comedic successes.
After the gritty thrills of Safe House, Ryan Reynolds lightened the mood as Pikachu, delivering sharp wit and irresistible charm in a mystery-filled Pokémon adventure.
10. Pikachu, Pokémon: Detective Pikachu (2019)
Ryan Reynolds performs vocal alchemy by transforming the world's most recognizable "pika-pika" creature into a caffeine-addicted, amnesiac detective with surprisingly adult neuroses. His voice work creates a cognitive dissonance between Pikachu's adorable exterior and world-weary interior that drives the film's humor. Reynolds delivers film noir detective clichés through the vessel of a fuzzy yellow electric mouse with such conviction that audiences immediately accept this bizarre premise. The character's journey to self-discovery mirrors the franchise’s own glow-up, evolving from a kids' classic to something with more depth, with Reynolds’ voice bringing laughs that bridge generations with spot-on comedic timing.
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Ryan Reynolds' character portfolio has showcased an actor who turns limitations into strengths, whether hidden behind a superhero mask, voicing an animated creature, or diving into a high-concept comedy. His performances carry the unmistakable Reynolds signature: razor-sharp delivery paired with surprising emotional depth, all while adapting to each unique role. From Deadpool's chaotic vigilantism to Pikachu's caffeinated detective work, he crafts characters that linger in cultural memory long after the credits roll.
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What do you think of Ryan Reynolds' incredible range as an actor? Let us know which of his roles stands out to you the most in the comments below.
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Edited By: Itti Mahajan
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