Optimism vs. Pessimism — According to Winnie the Pooh and Friends

Any Winnie the Pooh fan will know that he has some pretty awesome friends with Eeyore, Tigger, Piglet and the gang over at the Hundred Acre Wood. Winnie the Pooh and his friends have withstood the test of time throughout the years all thanks to A.A. Milne bringing these characters to life and bestowing them with wisdom, love, and loyalty.

I mean, there’s a reason why our favorite short and chubby Pooh bear has become a timeless character that is more loved with each new generation that is introduced to him. Some of my favorite classic Winnie the Pooh quotes include:

“If you live to be 100, I hope to live to 100 minus one day so I never have to live a day without you.”

“Rivers know this: there is no hurry. We shall get there some day.”

True story: an ex-boyfriend in college once wrote to me telling me, “If you live to be 100, I hope to live one day before you so I never have to live a day without you.” If only I knew he was quoting Winnie the Pooh at the time…

Anyway, even as adults, our childhood stories (including Winnie the Pooh and so many more) teach and inspire us everyday, especially when we are faced with struggles and choices. As we all know, Winnie the Pooh might be a little naïve at times but he is also a friendly, half-glass-full kinda bear. Ever the optimist, he always sees the light at the end of the tunnel when faced with conflict.

As far as some of his friends over at Hundred Acre Wood, there are a few pessimists there, too. There’s of course Eeyore, who Winnie the Pooh often goes out of his way to show his kind-heartedness and help pull him up whenever he’s feeling down (which is basically all the time). But despite his depressive nature, Eeyore too is capable of great compassion. He’s developed a close relationship with another one of Pooh’s good friends, Tigger, despite their opposite personalities (Eeyore with his passive nature and Tigger with his optimism and outgoingness all the time).

At the end of the day, if there’s anyone who should trademark the slogan “winning,” it should definitely be Winnie the Pooh and his incredible group of friends. Who better to teach us the differences between optimism and pessimism and how we can overcome them than our favorite fictional bear? Check out our gallery below of how we can move forward with optimism (versus pessimism) in our everyday life and let us know what you think! Just like Pooh himself, I too sometimes just need that little sweetness (or jar of honey in his case) to get through my day!

  • Optimism vs. Pessimism — According to Winnie the Pooh and Friends 1 of 11
    PicMonkey Collage
  • Optimism: Love Your Body 2 of 11

    "I am short, fat, & proud of that." — Winnie the Pooh

    Ever the optimist, Pooh doesn't get down about his small stature or round tummy. We could all learn to embrace and love our bodies from this cuddly bear!


    Source via Pooh Bear Tumblr

  • Pessimism: Fearing the Unknown 3 of 11

    "Tiggers don't jump! They bounce!" — Tigger

    When you're used to doing things a certain way, it's difficult to try something new. Pessimistic Tigger could use some reminding that when you do take a leap and jump, you'll always have friends at the bottom to help catch you when you fall. While it might look scary, I'm sure Pooh bear has his back! 


    Source via Pooh Bear Tumblr

  • Optimism: As Long as You Have Friendship, You Have Direction 4 of 11

    "If we didn't stick together, we'd be very lost indeed." — Winnie the Pooh

    Who needs GPS when you've got your good friends by your side? And that is why you always try to stick together just like honey! 


    Source via Pooh Bear Tumblr

  • Pessimism: No Hope for a Good Day 5 of 11

    "Ever have one of those days where you just can't win?" — Winnie the Pooh

    Even if you are having that certain day when you just can't win, remember that you're surrounded by your friends and that tomorrow is always a new day. Sleep it off, wake up, and just try for it again. 


    Source via Pooh Bear Tumblr

  • Optimism: It’s Never Too Late to Start Over 6 of 11

    "Can't we go back to page one and do it all over again?" — Winnie the Pooh

    Sometimes it's hard to continue something that's just not working out, and on the other hand it would just be easier to start on page one again, right? Pooh reminds us it's never too late to start over. 


    Source via Pooh Bear Tumblr

  • Pessimism: When Something Is Too Good to Be True 7 of 11

    "I knew it was too good to be true." — Eeyore

    Sometimes you just have to believe in yourself and that yes, it's good and it's true and it's meant for you. Ok, so this might not apply with next week's lotto numbers but there's always wishful thinking, right?


    Source via Pooh Bear Tumblr

  • Optimism: The Power in Looking on the Bright Side 8 of 11

    "Is there honey in this paragraph?" — Winnie the Pooh

    Pooh reminds us that sometimes you just need to look for the positive side (or honey!) in a situation.


    Source via Pooh Bear Tumblr

  • Pessimism: Nobody Cares 9 of 11

    "Not that anybody cares." — Eeyore

    That's not true, Eeyore. Just look at all the friends who surround you everyday at the Hundred Acre Wood. Actually, we all care about our favorite, lovable yet sometimes depressing donkey in the dumps. And that applies in our lives, too. Just when you think there's no one out there to talk to, the telephone rings. It's happened to me before!


    Source via Pooh Bear Tumblr

  • Optimism: Smiling Works Wonders 10 of 11

    Tigger remind Eeyore — and all of us — how important it is to stay positive. Having a hard time doing that? Try smiling. It works wonders in lifting you spirits. 


    Source via Pooh Bear Tumblr

  • Optimism: Anything Is Tolerable If You Have a Friend at Your Side 11 of 11

    "Forever isn't long at all when I'm with you." — Winnie the Pooh

    Isn't that true when you're with the people you love? My gosh, this quote just melts my heart and I think I'm going to have to use it on my children more often. 


    Source via Pooh Bear Tumblr

Gifs via Pooh Bear Tumblr

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Article Posted 3 years Ago
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