6 Tips for Overcoming Imposter Syndrome as Product People

Kyle Evans
Product by Design
Published in
9 min readApr 29, 2022

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Recognizing The Phenomenon and Overcoming It

The Hobbit — Bilbo and Gandalf — Imposter Syndrome, Product Thinking by Kyle Evans

In the book The Hobbit, Bilbo Baggins gets pulled from his comfortable life in the Shire to go on an adventure with a company of dwarves and Gandalf. Led by Thorin Oakenshield, they set off to recapture the Lonely Mountain, the ancestral kingdom of the dwarves that was taken by Smaug, the dragon.

Bilbo is initially completely against the entire enterprise. He doesn’t need “adventures” or “quests” or anything outside of his comfortable life. And he definitely doesn’t need a large group of dwarves eating all his food.

He eventually comes around and goes with the group as their “burglar”, though he knows he’s not a burglar or made for adventure. He’s plagued with doubts the entire time. And the dwarves constantly doubt his ability as well. The only one who remains confident in Bilbo and the quest is Gandalf.

But as the company encounters many obstacles, Bilbo continually steps up. He helps free the dwarves from the trolls, he finds the way into the Lonely Mountain, and he even helps Thorin understand that there are more important things than treasure, though at tremendous risk to himself.

“Thorin Oakenshield:

And I am sorry for doubting you.

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Kyle Evans
Product by Design

Writer, podcaster & product leader. Woodworker & creator. Husband & father. Dog lover. Soccer fan. @kylelarryevans on twitter www.kylelarryevans.com