Host Evan Hickok explores the “valley of despair,” the grim dip on the Dunning–Kruger curve where confidence plummets just as competence begins to climb.
Drawing on stories from Natalie Portman, Albert Einstein, Tom Hanks, and his own career pivots, Evan shows new managers how that anxious “I don’t belong” feeling signals real growth.
He maps the roller-coaster path from the peak of overconfidence through imposter syndrome to the steady “slope of enlightenment,” and shares mindset shifts that convert self-doubt into learning momentum.
Listeners leave with a practical framework, a free downloadable guide, and the reassurance that struggle is the surest marker of progress. Press Play to reframe your next challenge—or subscribe for weekly guidance on building great teams.
Key Takeaways
Notable Quotes
“Growth doesn’t feel like growth—it feels like struggle.”
“Confidence drops because competence is building—that’s the paradox.”
“Do not worry about your difficulties in mathematics; I can assure you that mine are still greater.”
“You’re not lost—you’re learning.”
Resources & Mentions
Next-Step Challenge
Sketch your personal Dunning–Kruger curve for a current project, pinpoint your valley moment, and list one skill to practice this week.
Connect With Evan
👉 Learn more at evanhickok.com and follow Evan on LinkedIn for daily leadership tips.
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I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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