Which Winnie-the-Pooh Character Are You?

BooksOne reason the Winnie-the-Pooh characters created by A. A. Milne have lasted for decades is the uniqueness of their personalities. Most of us know real life Tiggers, Eeyores and Poohs. In fact, most of us can see some of these three in our own lives.

I don’t claim to know exactly how these three would manage their money, but this article is a fun exercise in speculation. Because I believe that our personalities and money habits are closely intertwined, I am hoping that you will discover some insights into your own personality . . . and money management. Enjoy!


His predominant personality trait is his bounciness. Tigger is hyperactive and fun loving. He also loves playing detective and he prides himself on never getting lost.

Tigger’s Good Points

  • He’s not afraid of failure. Tigger could be a great entrepreneur because he doesn’t mind trying new things. If it doesn’t work out, he will bounce on to a new adventure.
  • He’s a mystery solver. Tigger loves to play detective, a great trait for those who want to excel in personal finance. The adage, “Never buy anything you don’t understand,” could describe Tigger.
  • He never gets lost. One who succeeds in their personal finance life is one who can set and keep short-term and long-term goals. It is easy to get sidetracked when the road of life has so many twists and turns, but Tigger is able to keep his goals; he never gets lost.

Tigger’s Not-So-Good Points

  • His hyperactivity. Tigger’s “bounciness” causes his stock broker a great deal of consternation. Why? Tigger doesn’t have the patience to wait out down cycles in the market. If an investment doesn’t do well immediately, Tigger will simply bounce over to another one.


Eeyore is perpetually depressed. His cup is always half empty and he will always spot the dark cloud instead of the silver lining.

Eeyore’s Good Points

  • He’s not gullible. Eeyore will never, ever fall for a get-rich-quick scheme. Why? Because he doesn’t think anything good will ever happen to him.

Eeyore’s Not-So-Good Points

  • He can’t keep a job. It is not that Eeyore can’t be productive. It is just that his constant whining wears thin on his co-workers and his bosses. He tends to drag an entire team down with his downbeat personality.


Winnie is low-key, stable, lovable, and loving. He tries to think the best of others, is not known for his high intellect, and struggles with one obsession: honey.

Pooh’s Good Points

  • He’s a saver. Pooh people will have their savings automatically deducted from their paychecks. They will have a solid emergency fund and will not make big purchases without saving for them first.
  • He’s an investor. Pooh is okay at making low-key, boring investments. He maintains a low-risk, well-balanced portfolio.
  • He’s a solid employee. Pooh is respected and well-liked by all. He will work hard because he wants to please everyone. He is a great team player.

Pooh’s Not-So-Good Points

  • He could be gullible. Because Pooh is a people pleaser, he is hesitant to say “no,” making him prey for telemarketers.
  • He could be an impulsive spender. Pooh loves honey so much that he will blow his budget when he is anywhere near honey. If honey was electronic gadgets, new clothing, new power tools, new cars, or anything else, Pooh would be perpetually blowing money he couldn’t afford to blow. Sound like anyone you might know?

How about you? Which personality traits of these three characters remind you of yourself? How does your personality type affect your handling of money? Leave a comment!