EPISODE · Apr 10, 2026 · 41 MIN
How to forgive yourself
from The Gray Area with Sean Illing · host Vox
It’s easy to forgive other people because you don’t have to live inside their head. Forgiving yourself is different and much, much harder. Sean Illing is joined by philosopher Myisha Cherry to talk about what it actually means to forgive yourself without letting yourself off the hook. They discuss the difference between guilt and shame (one can push you to repair, while the other just makes you want to hide), why even small screwups can leave a lingering moral aftertaste, and how regret can either trap you in self-reproach or become fuel for doing better. Host: Sean Illing (@SeanIlling) Guest: Myisha Cherry (@myishacherry) We would love to hear from you. To tell us what you thought of this episode, email us at [email protected] or leave us a voicemail at 1-800-214-5749. Your comments and questions help us make a better show. And you can watch new episodes of The Gray Area on YouTube. New episodes drop every Monday and Friday. Listen to The Gray Area ad-free by becoming a Vox Member: vox.com/members. Learn more about your ad choices. Visit podcastchoices.com/adchoices
What this episode covers
It’s easy to forgive other people because you don’t have to live inside their head. Forgiving yourself is different and much, much harder. Sean Illing is joined by philosopher Myisha Cherry to talk about what it actually means to forgive yourself without letting yourself off the hook. They discuss the difference between guilt and shame (one can push you to repair, while the other just makes you want to hide), why even small screwups can leave a lingering moral aftertaste, and how regret can either trap you in self-reproach or become fuel for doing better. Host: Sean Illing (@SeanIlling) Guest: Myisha Cherry (@myishacherry) We would love to hear from you. To tell us what you thought of this episode, email us at [email protected] or leave us a voicemail at 1-800-214-5749. Your comments and questions help us make a better show. And you can watch new episodes of The Gray Area on YouTube. New episodes drop every Monday and Friday. Listen to The Gray Area ad-free by becoming a Vox Member: vox.com/members. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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How to forgive yourself
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