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.
Flirtation for Founders: A Chat about Entrepreneurs and Romance
Entrepreneurs and romance often seem to get a bad rap when put together, but it doesn’t have to be that way. Here’s how flirtation can stay alive:
Episode 115: Marriage
Rob and Sherry close in on 17 years of marriage. They talk about how it has been a professional asset, the challenges and benefits of working together, and what things have been important in a successful marriage.
Episode 109: Find Your Crew
In this episode Rob talks about why you should find a crew, how to find a crew, and why it is critical to your success as an entrepreneur. He shares how he has met his crew throughout the years and divides them into 3 different roles.
Episode 108: Breaking Up (With Clients) Is Hard to Do
Sherry talks with Karim Marucchi, CEO of Crowd Favorite, about the pains of ending a client relationship and how it can be an emotional challenge. Karim shares some past experiences ending a relationship with a client, how it felt, and his philosophies.
Episode 106: Play Long Ball
In this episode Rob talks about "playing long ball", thinking about as a founder or significant other of a founder, how to stay in this space for the long haul. He highlights three points to achieve this and goes into details on each.
Episode 103: Responding to the Ugliness of the World
Sherry talks about the importance of appreciating what is good about life and to honor, protect, and love things that are beautiful in response to the ugliness that is going on in the world.
Episode 99: Dealing With Your Family of Origin
In light of the recent holidays and getting together with family members, Sherry and Rob talk about family systems and hierarchy. They give some strategies to help deal with any emotional angst of re-entering your family of origin.
Episode 96: Becoming a Networking Ace with Chris Lema
Sherry interviews Chris Lema about his strategic ways of networking and cultivating healthy, beneficial relationships with people.
Episode 70: How Your Relationship Can Make You a Better Founder
Rob interviews Derrick Reimer, co-founder of Drip, about how his marriage has been a super power during his founder journey. He talks about the ways he gets support from marriage, how it has helped him be more efficient with his time, as well as some of the struggles a founder may face.
Episode 68: How to Make Your Relationship One of Your Business Superpowers
Rob and Sherry talk about how your key relationship can be one of your business superpowers. Rob shares some relevant points from a book he recently read and Sherry reveals some details on her and Rob's relationship in the early years, including how they first met.