Overthinking About Failure

Why does failure feel so much bigger than it actually is? This week, Amanda is joined by entrepreneur, author, and leadership coach Jane Marie Chen (@janemarie.chen) to spiral about failure: why we're so terrified of it, why we avoid it at all costs, and why it often hurts so much more than the thing that actually happened. Together, they explore perfectionism, rejection, burnout, imposter syndrome, and the childhood experiences that shape our relationship to failure long before we ever encounter it. And what if failure isn't evidence that we're unworthy? What if it's simply the price of catching bigger waves? A reflective spiral about risk, resilience, and learning to love yourself even when things don't go according to plan. Further Reading: Like a Wave We Break by Jane Marie Chen - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. - If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X ⁠- Download Whatnot today and get $20 Off and free shipping on your first purchase. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Episoder(65)

Overthinking About Guilt

Why do we feel guilty when we haven’t actually done anything wrong? This week, Amanda overthinks guilt with psychiatrist Dr. Jennifer Reid (@jenreidmd) , author of Guilt-Free: Reclaiming Your Life Fro...

14 Okt 39min

Overthinking About Trauma

If your trauma helped shape who you are, what happens to you when you start healing it? This week, Amanda is joined by complex trauma expert, therapist, and NYU adjunct professor Dr. Gillian O’Shea Br...

30 Sep 53min

Overthinking About AI Boyfriends

Would you ever date an AI boyfriend? Before you say absolutely fucking not, consider this: plenty of people who swear they’d never have an “AI relationship” are already turning to chatbots for reassur...

16 Sep 40min

Overthinking About Dream Jobs

What if you actually get your dream job... and then realize you're not living the dream you thought you would? This week, Amanda is joined by Cherie Brooke (@cherie.brooke) and Jean (@_jeanluo), hosts...

2 Sep 47min

Overthinking About Human Connection

We say we want more human connection, so why can texting “want to hang?” feel weirdly like begging? This week, Amanda is joined by ICU nurse, New York Times bestselling author, and Stories from a Stra...

19 Aug 39min

Overthinking About Ambition

Are you ambitious... or just exhausted? This week, Amanda is joined by award winning journalist and author of The Ambition Penalty, Stefanie O'Connell (@stefanieoconnell), to unpack one of the most mi...

5 Aug 41min

Overthinking About Starting Over

This week, Amanda is joined by entrepreneur, former supreme court attorney and professional poker player, and author of You Can Just Do Things, Cate Hall, to unpack why starting over feels so terrifyi...

22 Jul 43min

Overthinking About Aging

Why are we so afraid of getting older? Is it really about wrinkles... or are we actually afraid of losing our purpose, our identity, and the people we love? This week, Amanda is joined by oncologist, ...

8 Jul 45min