On Purpose with Jay Shetty
On Purpose with Jay Shetty

How to Stop Feeling Guilty And Let Go Of Past Mistakes

October 16, 2026

AI Summary

5 min read

How to Stop Feeling Guilty And Let Go Of Past Mistakes

Jay Shetty opens with a question that cuts to the heart of why guilt lingers: "How much longer do you believe you need to feel bad for a mistake before you're allowed to do better?" Most people have never decided what their self-punishment is supposed to accomplish or when it would be complete. They just keep extending it because feeling better seems wrong. The episode walks through four ways to move forward without pretending the mistake didn't happen.

The difference between guilt and shame

The central distinction in the episode is between guilt and shame, which researchers have studied for decades. Guilt stays connected to a specific behavior: "I did something I regret." Shame expands from the behavior into the entire self: "I did this because I am a terrible person." Research consistently finds that guilt is more likely to lead toward apology, repair, and changed behavior, while shame makes people want to hide, withdraw, become defensive, or turn their anger outward.

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What you'll learn

  • 1 Timestamped Outline
  • 2 (01:58) **Opening: The Universal Experience of Guilt** - Jay Shetty introduces the core problem: making a mistake, apologizing, yet still being unable to move on
  • 3 (04:33) **Four Ways Forward: Overview** - Jay previews the four-part framework for moving past guilt and shame
  • 4 (05:07) **The Guilt vs. Shame Distinction** - The critical psychological difference between feeling bad about a behavior versus feeling bad about yourself
  • 5 (07:30) **Three Things in Every Memory** - Separating what actually happened from what your mind has added since
  • 6 (08:55) **When Patterns Matter** - How to handle repeated mistakes without falling into permanent self-judgment
  • 7 (10:17) **The Third-Person Perspective Exercise** - Using your own name to create psychological distance from rumination

+ Full timestamped outline available in the app

Guests on this episode

Show Notes

Jay explores how to stop replaying past mistakes, let go of guilt, and move forward when an apology isn't enough. Drawing on research, he shares four ways to work through regret: understanding the difference between guilt and shame, making a meaningful apology, accepting that forgiveness is out of your control, and learning to move forward even when regret hasn't completely faded.

With Love and Gratitude,

Jay Shetty

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What I Discuss:

00:00 Introduction

00:24 The Guilt Spiral

02:10 Accountability Vs. Beating Yourself Up

03:00 Guilt Vs. Shame

05:30 Facts Vs. Mental Stories

09:15 Creating Distance from Negative Self-Talk

10:42 The Power Of Self-Compassion

13:03 Anatomy Of An Effective Apology

15:35 Turning Regret Into Positive Change

18:54 Accepting Someone's Response

21:45 Learning to Move Forward With Regret

22:51 Bringing Your Focus Back to the Present

24:56 Suffering Doesn’t Equal Remorse

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