How to Let Go & Start Over (4 Shifts That Will Change Your Life) artwork

How to Let Go & Start Over (4 Shifts That Will Change Your Life)

On Purpose with Jay Shetty

July 10, 2026

Sometimes the greatest act of growth isn't beginning again, it's having the courage to let go.
Speakers: Jay Shetty
**Jay Shetty** (0:00)
Hey, everyone, welcome back to On Purpose. Today, I want to start with something that may sound simple, but I think it explains why so many of us feel stuck in seasons of life we know we've outgrown. Here's the thing, most people don't struggle with starting over. They struggle with letting go.
We think the hard part is beginning again, taking a risk, stepping into a new chapter. But more often than not, the real hardship comes from having to release the chapter that came before it. Think about it, most of us already know when something in our life isn't working. We know when a relationship has become more draining than enjoyable. We know when a job no longer fulfills us. We know when we've lost excitement in a path we once thought we wanted. The challenge isn't usually recognizing that something needs to change.
The problem is that every time we get close to moving forward, attachment pulls us backward. We're attached to the years we've already invested, the identity we've already built, the story we've been telling ourselves, and the future we once imagined so clearly that it almost feels impossible to move away from. We are attached to what we hoped our current situation would become. And that can be even harder to release because you're not grieving what happened. You're grieving what you thought would happen.
This is why starting over can feel so confusing. On the outside, people might look at your life and say, just leave, just quit, just move, just try something new. But inside, it feels much more complicated because letting go is rarely just about changing a circumstance. It's about changing the story you had about your life. And that story may be more central to your identity than you've realized. So today, I want to talk about the psychology of letting go and how to start over in your life, even when it might feel impossible. We're going to look at why your brain holds on to things you've already outgrown, how to let go of an identity that no longer fits, how to know when a risk is actually worth taking, and how to begin a new chapter the right way. By the end of this episode, I want you to see that letting go is not failure, weakness, or a sign of giving up. Instead, sometimes letting go is the bravest form of growth.
Let's start with why we hold on to things we've already outgrown.
One of the biggest mistakes we make is assuming that if something is hard to leave, it must still be right for us. We think difficulty to move on is evidence we shouldn't. We think emotional attachment to something is proof it's a part of us. But the pain of loss doesn't always mean something is still meant for you. Psychologists help explain this through something called loss aversion. Loss aversion is a cognitive bias where the emotional impact of a loss feels roughly twice as intense as the joy of an equivalent gain. This explains why people strongly prefer avoiding losses even if it means missing out on other gains. And it heavily influences decision making under risk. In other words, when applied to real life, you simply aren't able to comprehend the awaiting joy on the other side of giving something up. This is why your brain may resist a decision even when that decision would make your life better. Your brain is not always asking, how will this help me? Sometimes it's asking, what am I about to lose? And when the answer is familiarity, comfort, approval, status, predictability, or a version of yourself that feels safe, your brain naturally becomes protective. It would rather keep you in a familiar place than lead you into an unfamiliar possibility.
That's why people stay in relationships long after the connection has disappeared. That's why people stay in careers that drain them, because they don't know who they would be without the title. That's why people keep chasing goals they no longer want because abandoning the dream feels like admitting failure. We tell ourselves we're being loyal, committed, or responsible. But sometimes we're simply afraid to lose the story we have already spent so much time building. This connects to another idea in psychology called the sunk cost fallacy. The sunk cost fallacy is when we continue investing in something because we have already invested so much even when continuing may no longer make sense. You see this in small ways, like reading the rest of a book you don't enjoy because you already read the first 40 pages, or eating a meal you're no longer hungry for because you already paid for it, or staying at a concert long after you're tired because it was hard to get tickets. But we also do this with our lives in much bigger ways, and the cost becomes much higher.

20 more minutes of transcript below

Feed this to your agent

Try it now — copy, paste, done:

curl -H "x-api-key: pt_demo" \
  https://spoken.md/transcripts/1000651996090

Works with Claude, ChatGPT, Cursor, and any agent that makes HTTP calls.

From $0.10 per transcript. No subscription. Credits never expire.

Using your own key:

curl -H "x-api-key: YOUR_KEY" \
  https://spoken.md/transcripts/1000776229170