When I first launched this podcast, I talked about Bronnie Ware’s Five Regrets of the Dying, and how reflecting on them can help us live more intentionally now, so we don’t get to the end with regret.

Lately, those regrets have been top of mind for me again, especially after the recent loss of someone close to me.

I believe the five regrets of the dying can serve as gentle check-in points to help us live more fulfilling lives today.

Here are some reflection questions inspired by those regrets:

1. “I wish I’d had the courage to live a life true to myself, not the life others expected of me.”
→ Check-in question:
What would I do differently if I trusted my own inner voice and intuition more?
What does “a life true to me” look like for right now, in this season of my life?

2. “I wish I hadn’t worked so hard.”
→ Check-in question:
What am I working so hard for, and is it worth it to me?
What do I wish I had more time or energy for?

3. “I wish I’d had the courage to express my feelings.”
→ Check-in question:
What emotions have I been pushing down that want acknowledgment?
What would emotional honesty look like in one small interaction today?

4. “I wish I had stayed in touch with my friends.”
→ Check-in question:
Who do I feel most myself around and when did we last connect?
What relationships need tending, even in a small way?

5. “I wish I had let myself be happier.”
→ Check-in question:
What brings me joy that I haven’t made space for lately?
How could I make that a priority today?

I encourage you to take a few moments and really reflect on these questions. They’re not just nice questions — they’re a roadmap for how to live.

Ready to start creating a life you love? If you’re feeling stuck but ready to take action, let’s talk.

Book your free coaching call

Visit my website

DM me on Instagram

Send me a message! I'd love to hear from you. Email me at lynn@lynngrogan.com

Original music by David Delaney of The Whiskey Boys: Linktr.ee/whiskeyboys

Today I’m sharing ten helpful thoughts to think about, explore, or noodle on when you're about to take a big leap or make a meaningful change in your life. Whether you're switching careers, leaving a relationship, moving across the country, or simply choosing to live more authentically, this episode is for you!

Here’s what I cover:

1. You don't need permission to do what you want to do (though you may want someone's blessing!)

2. You don’t owe anyone an explanation for what you’re planning or doing (unless you want to)

3. You're not a bad person for wanting to change

4. There’s never a perfect time to change and you’re never going to be 100% ready

5. It’s okay to experiment

6. It’s okay to ask for help or be a little lost along the way

7. If there’s a will, there’s a way (time to get scrappy!)

8. You can always change your mind

9. Past performance does not dictate future success

10. Not being 100% happy after change does NOT mean you've made the wrong decision

Mentioned on the Show:
Redesign Your Life podcast, Changing Your Mind is a Sign of Growth, Not Flakiness

Ready to start creating a life you love? If you’re feeling stuck but ready to take action, let’s talk.

Book your free coaching call

Visit my website

DM me on Instagram

Send me a message! I'd love to hear from you. Email me at lynn@lynngrogan.com

Original music by David Delaney of The Whiskey Boys: Linktr.ee/whiskeyboys

One of the things I talk a lot about on this podcast is the power of starting small and how those tiny steps can spark massive change.

Even if your brain insists that the only way to improve your life is to burn everything down and start over… you don’t actually have to listen to that voice.

In today’s episode, I walk you through a different, much more doable way to create change. One that doesn’t require a full-blown life overhaul.

Questions to Reflect On:

1. What’s one thing you wish was different in your life?
   
   
2. What do you think it’ll take to change it?
   
   
3. What if that story isn’t actually true?
   
   
4. What’s one tiny thing you could do today to get the ball rolling?
   
   

Ready to start creating a life you love? If you’re feeling stuck but ready to take action, let’s talk.

Book your free coaching call

Visit my website

DM me on Instagram

Send me a message! I'd love to hear from you. Email me at lynn@lynngrogan.com

Original music by David Delaney of The Whiskey Boys: Linktr.ee/whiskeyboys