Behind every bold move is often a quiet fear. In this episode, I sit down with Shopify President Harley Finkelstein to talk about how anxiety has shaped his path from navigating family financial loss as a teenager to leading one of the world’s most influential platforms for entrepreneurs. Harley explains how to view anxiety not as a flaw, but as a tool that ... Show More
Oct 20
Shannon Watts on Neurodivergent Leadership and Burning It All Down
You can be an accomplished leader and still be terrified of what people think of you. Shannon Watts, founder of Moms Demand Action and author of Fired Up, knows what it takes to lead through fear, criticism, and self-doubt. In this episode, I talk with Shannon about how she built ... Show More
56m 54s
Oct 13
This Media Entrepreneur Can't Feel Anxious, Really | Mike Pesca
Imagine going through life without constantly worrying about things outside your control. Sounds pretty great, right? Veteran journalist and The Gist host Mike Pesca says his unusually high levels of anandamide, sometimes called the "bliss molecule," give him exactly that experie ... Show More
52m 43s
Apr 2022
48: Harley Finkelstein on Entrepreneurship, Immigration, and Anxiety
Welcome to Episode 48 of The Madhappy Podcast. This week we are excited to welcome Harley Finkelstein onto the show to learn more about his mental health experiences and journey to becoming the President of Shopify. Peiman kicks off the episode asking Harley about his childhood, ... Show More
39m 56s
May 2024
ICYMI: How To Overcome Fear, Use It To Your Advantage, And Transform It Into Quantum Leaps, with Lori Harder
<p>Welcome to this week’s ICYMI, where we kick off the week with a quick game-changing tip that you might have missed. </p><p>The biggest things that gets in the way of our success and greatness? Our own fear. So how do we show up and play big? We're throwing it back to some mas ... Show More
6m 14s
Oct 2025
F*ck Your Feelings, Do It Anyway!
When you’re chasing big goals, your emotions will try to talk you out of them. In this episode, I share how to keep moving even when anxiety, fear, or doubt try to take over. I open up about what it’s been like fundraising for Glōci, the pressure of growth, and how clarity only c ... Show More
20m 16s
Sep 2021
How To Tap Into The Good Anxiety In Your Life
Anxiety can feel like the enemy, and it's easy to want to obliterate those feelings. But that might not be the best approach, according to Wendy Suzuki.In this episode, Suzuki, author of Good Anxiety: Harnessing the Power of the Most Misunderstood Emotion, outlines strategies to ... Show More
13m 34s
Jul 2025
Harley Finkelstein: You Must Requalify for Your Role, Every Year
Shopify’s Harley Finkelstein reveals the one standard that actually scales your career and your family. Harley shares why stepping down as COO was his hardest choice, the family motto that guides his daughters, and what makes someone good at storytelling. They discuss AI's real a ... Show More
1h 47m
Sep 2025
Why anxiety is a superpower
As bad as it feels, anxiety is essential, says psychotherapist Britt Frank, author of The Science of Stuck. It can be a helpful warning signal that something is off, or even dangerous. But when anxiety hits, it's hard to remember its importance. In this episode, Frank explains wh ... Show More
19m 28s