I Took Every Leap and Still Have Regrets

Remember to Live with Corean Canty

Remember to Live with Corean Canty
I Took Every Leap and Still Have Regrets
Aug 09, 2026
Corean Canty

After four years of leaping, quitting corporate, starting businesses, giving two TEDx talks, and traveling everywhere I'd put off, I ended up back in the corporate world I walked away from. And I still have regrets. This episode is the return of Remember to Live, and I'm starting it by admitting the thing this whole show was supposedly built to prevent.

I've been away for a minute. A lot has changed, including the mission of this podcast. This episode is me coming back to the mic to tell you why, and to walk through the book that cracked open everything I thought I knew about living without regret: Daniel Pink's The Power of Regret. Turns out the "no regrets" philosophy might be the thing getting in our way.

This conversation is for you if you:

  • Have taken the leap and still wonder if you got it wrong
  • Are chasing "no regrets" and secretly still carrying some
  • Feel like your life looks right on paper but something still nags at you
  • Are sitting on a decision right now, afraid either choice leads to regret
  • Are starting over again and don't know how to talk about it yet

Key Takeaways

On Coming Back:

  • Why a short break turned into a year of living and inaction
  • What it felt like landing back in corporate after doing "all the things"
  • Why having regrets again, after all that, felt like a personal failure at first

On the Two Kinds of Regret:

  • Daniel Pink's research on regret, and the one type that outweighs the other
  • Why "no regrets" might be the wrong goal to chase
  • What changed when I stopped trying to avoid regret altogether

On Regret as a Signal, Not a Verdict:

  • Why regret isn't the character flaw we think it is
  • The difference between reflecting on a regret and spiraling in it
  • What regret is actually trying to tell you, once you stop running from it

On Reframing Regret:

  • Why action regrets, even the failed ones, land differently than the ones from doing nothing
  • A simple phrase that's changing how I look back on hard decisions
  • Why the pain of not doing something outweighs the pain of doing it wrong

On This Next Season:

  • What turning 50 is making me rethink about how I spend the time I have left
  • Why I'm choosing action over inaction going forward
  • What this next season of the show is going to look and sound like

Chapters

00:00 Coming Back to the Mic
 01:49 Four Years of Leaping: Business, TEDx, Travel
 03:05 Back in Corporate, and Still Regretting
 03:50 Discovering The Power of Regret
 05:26 Regret as a Signal, Not a Verdict
 07:01 The Shoulds I Followed and the Regret They Left
 09:21 "At Least I" vs. "I Wish I Would Have"
 10:17 Turning 50 and Choosing Action Over Inaction

If you enjoyed this episode, please subscribe, leave a review and share with a few friends so we can all help each other Remember to Live.

To connect with and learn more about me and how I am Remembering to Live, you can find me on Instagram @coreancanty or at coreancanty.com.

To work with me and explore freebies, check out: https://coreancanty.com/links/





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