Stop living by rules you never agreed to.

The podcast for founders, creatives, and leaders who did the therapy, read the books, and built the thing — and are ready to be more alive than their industry thinks is appropriate.

Each episode is a permission slip. New weekly.

Hosted by clinical psychologist, entrepreneur, and circus artist Dr. Sherry Walling, Permission goes where most business podcasts won't — into meaning and burnout, identity, pleasure, grief, and the strange emptiness of getting everything you wanted and still feeling like something's missing. For anyone carrying the weight of the thing they built, and the people who love them. Every episode ends with a permission slip: one thing you didn't know you were allowed to do.

Episodes Episodes

Episode 93: Gratitude

Sherry and Rob talk about the topic of gratitude. They both list things they are grateful for and also explore the science behind having gratitude and how it can positively influence your mind and body.

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Episode 88: What We're Learning

Rob and Sherry share updates on what they have been up to in their respective business lives since the move to Minneapolis. They talk through some of the new things they are tackling stemming from the changes and what they have learned in the process.

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Episode 82: Podcasts and Tattoos

Rob and Sherry talk about some of the podcasts they are enjoying recently, and why they think they can be beneficial to the listeners. They give some detailed descriptions of these podcasts and point out specific episodes.

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Episode 80: Air Freshener for your Brain

Sherry talks about one of the psychological theories she often comes back to in her interactions with founders. Its called cognitive theory, a focus on understanding how thoughts shape our behaviors. She gives some techniques that can help with the mentioned cognitive distortions that founders often deal with.

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Episode 78: Slogging Through Failure

Sherry interviews a listener of the podcast, Zach Kessin, about his struggle with self confidence. Zach shares the ups and downs about his startup and battles with depression. Sherry offers ways that he can get the support he needs.

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Episode 75: The Family Side of A Startup Acquisition: Part 1

Rob and Sherry talk about Rob's company Drip, being acquired by LeadPages, and the struggles they had to face during the process of the acquisition. Rob shares insights of the negotiation timeline and how if personally affected him, the stresses he had to deal with, and how it therefore affected the family. Sherry gives her side of the story and what she did to prepare for a possible move while not being able to make the news public.

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