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Character page for the 2018 film Christopher Robin.

For character tropes not specific to the film, go to Winnie-the-Pooh.


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Residents of the Hundred Acre Wood

     Winnie the Pooh 

Voiced By: Jim Cummings

"It's always a sunny day when Christopher Robin comes to play."
  • Big Eater: Subverted, he's not seen eating an enormous amount of honey at any time but he frequently gets hungry.
    Pooh: "This is all very confusing. It may be the hunger."
    Christopher: "You've just eaten!"
    Pooh: "Oh that's right. Maybe I didn't eat enough."
  • Nice Guy: Even when Christopher Robin never comes back to Hundred Acre Woods for nearly thirty years, Pooh never hold a grudge towards him and is overjoyed to finally reunite with him and willing to help his family as well.
  • Simple-Minded Wisdom: Despite being a self-proclaimed "bear of very little brain," he ends up dispensing a fair bit of unconventional wisdom.
    "Sometimes doing nothing leads to the very best something."
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     Piglet 

Voiced By: Nick Mohammed

  • Lovable Coward: He may need a little encouragement, but Piglet does go along with Pooh and the others to help Christopher Robin in London.
  • Nervous Wreck: Piglet tends to be fearful about pretty much everything new or potentially dangerous.
  • Not So Above It All: During the farewell party, Tigger and Roo frantically scarf into Christopher Robin's cake like rabid animals. Piglet politely takes a slice, and proceeds to do the exact same with it.

     Tigger 

Voiced By: Jim Cummings

  • Keet: Tigger is the most hyperactive member of the group.
  • Nice Job Breaking It, Hero!: He was the one that took out Christopher's important papers, which means he, Pooh, Piglet, and Eeyore have to travel to London to give them back to him.

     Eeyore 

Voiced By: Brad Garrett

"I don't remember being cheery."
A stuffed donkey who stands out with his rather jaded, gloomy personality, he shares many of the same tropes as his animated self.
  • Ascended Extra: 'Extra' is extreme, but Eeyore's appearances prior to this film were growing more and more sparse, here he's one of the Hundred Acre Wood residents to leave the forest in search of Christopher Robin and as a result he gets a larger share of the spotlight.
  • Beware the Nice Ones: Eeyore wouldn't hurt a fly, so when he gives you the evil glare, you know you've crossed a line.
  • The Cynic: Par for the course with gloomy old Eeyore.
    *playing 'Say What You See'* "Disgrace, shame, humiliation... "
  • Deadpan Snarker: His cynicism also leads to a lot of dry remarks.
    (being held under Christopher's arm) "Thank you for kidnapping me."
  • Death Glare: He shoots Giles Winslow with an unimpressed stare right before Christopher Robin takes them back to the countryside, and it's so emotive that Giles realizes that Eeyore is more than just a stuffed animal. Of course no one believes him when he tries to point it out.
  • Eureka Moment: Has one when he realizes that the "heffalump" who kidnapped him is actually Christopher Robin as an adult, and it's so powerful his normally droopy eyes go wide and he smiles.
  • Not So Stoic: His flat disinterest breaks a handful of times in the film, mostly after he leaves the Wood to find Christopher Robin.
    *in a trunk that's being dragged through the streets by a rope that tethers it to the moving truck*: "I wanna go home!"
    *in the grasp of an adult Christopher Robin, who Eeyore believes is a heffalump as everyone is arguing that matter*: "Help me."
  • Only Sane Man: Quick to point out when his fellows are acting foolish, such as when Christopher sets to fight an imaginary Heffalump and when Tigger admits to switching out Christopher's important papers for mementos from the forest.
    Tigger: "But he forgot his Important Papers...which might have been a smidge my fault."
    Eeyore: "It was your fault!"
  • The Stoic: Like always, he's not one to give in to emotion easily. It's implied that he's like that because he thinks bad things that happen are inevitable and there's no point in panicking.
    *very, very flatly* "Do we [care that Christopher Robin is leaving]? We do."
  • When He Smiles: He's just as gloomy and sullen as you remember but when he realizes that who he thought was a Heffalump was in fact Christopher Robin and his old friend was playing again, Eeyore's smile lights up his entire face. Then he starts playing along to convince the others too.
    Eeyore: It's Christopher Robin... he's playing again...

     Rabbit 

Voiced By: Peter Capaldi

  • Adaptational Nice Guy: Rabbit, while a bit insistent on edicate and protocol, is far more humble than his original novel counterpart.
  • Demoted to Extra: Rabbit only appears in a few scenes, contrasting with his usual role as part of the core ensemble in earlier films.
  • Trademark Favorite Food: During a party, Rabbit openly hopes the cake Christopher Robin brought along is a carrot cake.
  • Vitriolic Best Buds: Surprisingly there's more emphasis on him bickering with Owl than Tigger in this film.

     Kanga 

Voiced By: Sophie Okonedo

  • Demoted to Extra
  • Mama Bear: Is very protective of Roo. She kept him close when she thought a Heffalump was loose in the Hundred Acre Wood.
  • Not So Above It All: Much like the novels and 2011 movie, she maintains her dignified motherly personality, but is more susceptible to the gang's usual suspicions than her Disney counterpart is usually known for, hiding from Christopher Robin with everyone else after they mistake him for a Heffalump.
    Kanga: He's hideous!
    Christopher Robin: Well that's a bit harsh.
  • The Smurfette Principle: As in other incarnations, she is the only female resident in the Hundred Acre Wood.
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     Roo 

Voiced By: Sara Sheen

  • Armor-Piercing Question: He does it unintentionally, but when he asks "Then, why isn't she with you?" after Christopher Robin says "she means the world to me" (referring to his daughter Madeline), it clearly hits Christopher hard.
  • Big Brother Worship: It's not in limelight as much, but Roo's fondness for Tigger and his bouncing is definitely visible.
  • Demoted to Extra: Roo had been a main character for a long duration in the Disney canon beforehand, while here he is back to a supporting role.
  • Not Allowed to Grow Up: Christopher Robin spent approximately thirty years away from the Wood, but Roo looks and acts exactly the same when he returns as an adult.

     Owl 

Voiced By: Toby Jones

     Heffalumps and Woozels 

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Humans

    Christopher Robin 

Portrayed By: Ewan McGregor, Orton O'Brien (young)

"Sometimes doing nothing leads to the very best something."
Our very own Kid Hero All Grown-Up, Christopher Robin began the film as a young boy saying goodbye to his friends and the Hundred Acre Wood. In the present day, he works as an efficiency manager for Winslow Luggage under a demanding, sleazy boss.
  • Defrosting Ice Queen: Gender Flipped. Over the course of the movie, Christopher breaks out of the cold, distant shell he's encased himself in over the years and brings the cheer and imagination of his childhood self back out, with the help of his friends in the Hundred Acre Wood.
  • Eureka Moment: Has a big one when he realizes the best way to save Winslow Luggages is to do nothing after Evelyn comments that "good or bad" all depends on how you look at it, and he turns his graph upside down to look at it a different way.
    • To clarify, he realizes that the key to saving the company isn't drastically reducing its manufacturing costs or laying off workers (which he'd been ordered to do), but increasing its revenue by drastically increasing its target consumers from 'the elite rich' to 'everyone who might want to take a vacation'.
  • Family Man: Subverted, the film has him learning how to be one. He always loved his wife and daughter, but his loveless childhood, and career-driven upbringing make it difficult for him to encourage Madeline's creative side and it's implied his time in war has left him emotionally closed off.
    Evelyn: "That's the thing, I haven't seen you smile or laugh in ages."
  • Foil: A clear-cut one to Giles Winslow. While Christopher looks out for his fellow employees and works perhaps a bit too hard, Winslow doesn't care about his subordinates' well-being at all and is content to overwork them while doing nothing of value himself.
  • Jade-Colored Glasses: Growing up did not treat Christopher Robin kindly, nor did service in World War II, nor working under Giles Winslow. He's eventually reduced to a stoic shell of his former self.
  • Jerkass Ball: He's mostly a decent man who came back from the horrific war, compassionate towards his fellow workers at Winslow Luggages and family, but when Pooh reappears in his life once again, the latter's persistent to go back to the Hundred Acre Wood together to help find their friends, mutters about Heffalumps and Woozles which Christopher dismisses it as pure imagination, and worse of all he nearly make Christopher's work papers blow up in the wind after they reach their cherished place, which then his exasperation towards Pooh reaches past his limit causing him to angrily tell him off resulting in Pooh leaving him and Christopher guilty for upsetting him. It takes him falling into a Heffalump trap, passing out from the slight trauma of falling, experiencing a nightmare of Pooh leaving him, reuniting with Eeyore and Piglet, then pretending to defeat a Heffalump to reunite with Tigger, Rabbit, Owl, Kanga, and Roo again to restore not only his smile, but his imagination and his relationship with Pooh.
  • Took a Level in Idealism: He may have to live with traumatic memories of World War II but Christopher finally becomes more optimistic, bit childish, happy and imaginative thanks to his reunion with Pooh and everyone followed by him helping his fellow employees at Winslow Luggages with Pooh and his friend's help, amending his distant relationship with his family and introducing them to his Hundred Acre Wood friends at the end.
  • Used to Be a Sweet Kid: Our Christopher used to be an imaginative, cheerful and innocent kid. But after he left the Hundred Acre Wood for boarding school, life was really harsh on him as he slowly forgot Pooh and his friends, his father died during World War I, when he reaches adulthood and had a family with a wife and daughter, he had to enlist in the British Army during World War II which traumatised him and slightly distanced from his family due to work. After Pooh and his friends arrive to help him, he gets better.

    Evelyn Robin 

Portrayed By: Hayley Atwell

  • Brainy Brunette: She has both brains and dark colored hair.
  • Women Are Wiser: Knows from the get-go that Christopher focusing only on work is not healthy and he needs to spend more time with her and their daughter. It's Subverted later on, when it seems that her husband has cracked under the stress of work when he's trying to tell her about Pooh and the others, but it turns out he's telling the truth.

    Madeline Robin 

Portrayed By: Bronte Carmichael

  • Adorkable: Madeline has her moments, such as when she tied the red balloon to her racket and pretended she was playing at Wimbledon.
  • Generation Xerox: In many ways, she's quite like Christopher's childhood self. Naturally, she gets along with the Hundred Acre Wood residents very quickly.
  • Nice Girl: A defining trait of hers. She goes out of her way to return her father's paperwork to him. Also, she is kind to Pooh and his friends.
  • "Well Done, Son!" Guy: Gender Flipped. As Evelyn says, Madeline would do anything to please her father. It's Deconstructed though, since Christopher starts out as so career-oriented he's apparently pushed his daughter into focusing on work so much that she doesn't really know how to just go outside and play.

    Giles Winslow Jr. 

Portrayed By: Mark Gatiss

"Dreams don't come for free. Nothing comes from nothing."
  • Bad Boss: He's more of a slave driver than a boss, given the way he overworks his employees to the point of not even giving them vacation time.
  • Big Bad: The closest thing to an antagonist in the film.
  • Corrupt Corporate Executive: Downplayed. The extent of his corruption seems to be in finding ways to do as little work as possible so he can goof off on company time while still looking good for the CEO (his father). These include: Foisting his tasks off on underlings even when it interferes with their personal lives, never examining a problem after he's considered the quickest most short-term solution, golfing on company time while his underlings work their butts off, and attempting to take half-credit for his underlings' work. At no point is he shown doing anything outright illegal. In short, while he's not someone you'd want as your boss, he's also well towards the shallow end of corruption.
  • Hate Sink: He's smug, demanding, and lazy, making him easy to root against.
  • Hypocrite: Makes Christopher Robin cancel a weekend vacation with his family to work tirelessly on a way to increase profit, all while he himself goes golfing on a weekend vacation and takes credit for his overworked employee's hard work.
  • Jerkass: He's definitely a lazy sleaze of a person.
  • Jerkass Has a Point: Subverted. He seems to make a good point with his "sink or swim" speech to Christopher Robin, pointing out how important hard work is. However, we later see that he doesn't believe a word of it and spent his time golfing instead of doing his part to help.
  • Laser-Guided Karma: After Christopher Robin suggests they cut prices and sell to more than just the rich and let their employees go on vacation, Winslow Jr. dismisses the idea. His father, on the other hand, commends the idea and goes through with it. Not to mention, it gets quickly revealed that he didn't contribute to the plan at all, instead spent the entire weekend golfing, getting humiliated by the same father he thought he'd be able to impress easily.
  • Seven Deadly Sins: He embodies the sin of sloth in most aspects of his lazy nature, but also has pride when it comes to his ego of being the CEO's son.

    Winslow Sr. 

Portrayed By: Oliver Ford Davies

  • Reasonable Authority Figure: He supports Christopher Robin's idea to give their employees paid vacation once he explains how it will benefit the company. Once he realizes that his son was golfing over the weekend instead of working he agrees with Christopher Robin's claim that he is a Woozle.
  • Small Role, Big Impact: He only appears in the ending scene, but the meeting with him drives the plot of the film, with Christopher Robin struggling to come up with a solution to satisfy him and neglecting his family in the process.
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