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How to Stop Feeling Guilty And Let Go Of Past Mistakes artwork

How to Stop Feeling Guilty And Let Go Of Past Mistakes

On Purpose with Jay Shetty

October 16, 2026

Jay explores how to stop replaying past mistakes, let go of guilt, and move forward when an apology isn't enough.

Speakers Jay Shetty

TopicsMental HealthHealth & FitnessBusiness

Jay Shetty (0:01)

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Hey, it's Jay. I don't know what your day has been like, but I was just thinking about you for a minute.

I hope you're being a little patient with yourself, because you deserve it and yeah, I'll talk to you soon.

If you're listening to this episode, I can guarantee with 100 percent certainty, that at some point in your life, you have made a mistake. You're human, it happens. Now, let's say you hurt someone's feelings. You've apologized, you've explained what happened, you've listened to why it hurt, and you've said you wish you could take it back. Maybe the other person has even told you they forgive you. But now, you're still lying in bed, replaying the conversation, reaching for your phone and wondering whether you should send one more apology message. Or maybe you haven't apologized yet. Every time you try, you become so overwhelmed by what this mistake says about you, that you can't work out what to do about it. You practice explanations in your head. You imagine the worst possible response. You search for the exact words that might make the whole thing disappear. And while you're spending hours feeling terrible, the person you hurt may still be waiting for you to acknowledge what happened. You feel responsible, but you're so stuck in that feeling that you can't take responsibility yet. Today, I want to talk to you about guilt, shame and what happens after you do something you really regret. Maybe you shared some news that wasn't yours to share. Maybe you spoke harshly to someone you love. Or let somebody down when they were counting on you. It may have happened yesterday, or it may be an old memory that still finds a way to interrupt a perfectly normal day. And I want to be clear about what we're trying to do here. Because I don't want to give you a list of ways to convince yourself that what happened was fine. Maybe it wasn't fine. Maybe you do owe somebody an apology. Or you need to change something about the way you behave. But there is a difference between taking responsibility and keeping yourself in pain. Only one of those can change what happens next. And that's what true accountability requires. So here's the question I kept coming back to while thinking about this episode.

How much longer do you believe you need to feel bad for a mistake before you are allowed to do better? Is there a number of sleepless nights that would make you sufficiently sorry? A certain number of times you need to replay it before you've proved you understand. Most of us have never decided what that punishment is supposed to accomplish or when it would be complete. We just keep extending it because feeling better seems wrong.

Today, I'm going to walk you through four ways to get out of this headspace and actually move forward in a way that's healthier.

First, we're going to separate what you did from everything you've decided it means about you. Then we'll talk about what a useful repair actually looks like, why another person can't give you permanent certainty that everything is okay and how to return to your life before all the regret goes away. And I want to say this before we begin. If guilt or repetitive thoughts are interfering with your sleep, work, or relationships, please consider reaching out to someone for professional support. You're allowed to need help with the spiral even if you cause the mistake at the center of it. The first thing I want to hit on is that after a mistake, it's important to separate what you actually did from what you've decided it means about you.

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