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. Episodes arrive October 6th — follow now

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 112: The Downside of a Few Good Things

Sherry and Rob talk about the downside of good things. Sherry uses the example of founders experiencing growth and success in their businesses but it also causing disruptions. They talk openly about the reality that even really good things can still cause stress and what to do, and how to prepare.

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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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Episode 72: Happy Place

Rob and Sherry talk about the significance of their beach apartment they own as a second home. They talk about how they use it as their "happy place" and make it a routine part of their lives to go there and escape the stresses of life. They discuss the importance of finding a place that makes you feel blissful and making it a regular part of your own life.

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Listen to the Permission Podcast