regret – Surprised By Joy

“Regret for the things we did can be tempered by time; it is regret for the things we did not do that is inconsolable.” – Sydney Smith

I’ve told this story before but it still cracks me up. When my daughter was three-years- old, I asked her how many houses she could see when she looked out the ground floor window of our house, it was about three.

Then I took her up to the floor above and ask her how many she could see and it was about seven.

Finally we went out onto the little deck on our rooftop and I asked her how many she could see and it was more than she had numbers for. “Miss O” I said “this is the perspective that you get when you are older, you know that everything fits into a larger picture and you are able to see more of it.”

Miss O’s eyes got wide and she looked at me like I was a crazy lady. I admit, that lesson was a little before it’s time. But I love a good dose of perspective. It’s one of the reasons I enjoyed this latest How to Share podcast conversation with author and educator Andrea Simon about her wonderful book, Did You Live the Life You Wanted?

We talk about perspective, regret and the meaning of life. She tells us why she choose to write this story as a novel and how the course she taught about how to write about family plays into her writing.

There are so many fantastic female friendships and characters in this book that spans 50 years. Andrea talks about how she asked men and women if they lived the life they wanted and what she learned differs when women and men answer that question.

We talk about the meaning of life and how writing plays into that. Andrea’s incredible experience as an educator and facilitator shines through as we dig into the depth of life and how we share it.

This is a great episode full of perspective and wisdom with a thoughtful guest. I know you’ll love it.

Takeaways

The novel spans 50 years, highlighting female friendships.
Writing about family requires sensitivity and respect.
Men and women often have different perspectives on life choices.
Older women may feel they had fewer options in their careers.
Regret can lead to personal growth and new opportunities.
It’s important to pursue personal desires as we age.

Here’s Andrea’s fabulous elevator pitch for her novel Did You Have the Life You Wanted?:

Here are some ways you can watch or listen to all of this insightful and helpful episode:

The podcast player embedded below
Click this link to watch in a browser: How to Share Perspective
Subscribe to How To Share on Spotify, Amazon Music, or Apple Podcasts
Subscribing to the YouTube channel: https://www.youtube.com/@howtosharepodcast

Please listen, watch, provide feedback and subscribe.

48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive – The Life of Try: Personal growth, one try at a time.

What happens when you say “yes” to an adventure? Host Wynne Leon talks with tech entrepreneur and author Michael Yang about his memoir Coming Alive on the Ride and the way motorcycle travel became both a literal journey and a powerful metaphor for personal growth. Michael shares how stepping outside your familiar environment can help you hear “life’s invitation” to dream, venture, and rediscover what makes you feel fully awake.Together they explore resilience through the Korean concept of han—the accumulated weight of difficult circumstances—and how setbacks can become fuel for perseverance. Michael reflects on immigrating from Korea at 14, building a life through gratitude and hard work, and learning (again and again) that rejection doesn’t have to be the end of the story.From riding thousands of miles with a lifelong friend to a memorable run-in with Steve Jobs at Macy’s in 1982, Michael’s stories remind us that courage grows through companionship and curiosity. They also discuss the Korean guiding philosophy of Hongik—living in a way that benefits all humankind—and how our bravest tries can ripple outward in ways we may not expect.In this episode, we cover:Why “accepting the invitation” is simple—but the road rarely runs straightHow to tell the difference between healthy risk and avoidable dangerHan, perseverance, and turning setbacks into strengthThe immigrant mindset: gratitude, effort, and going for opportunityFriendship as a confidence builder—on the road and in lifeCuriosity, rejection, and holding onto a vision (plus the Steve Jobs story)Hongik: living for the wider benefit and making a positive dent in the worldWhether you’re craving a literal road trip or a fresh start at home, this conversation will nudge you toward your next brave yes.The Life of Try is a personal growth and self‑help podcast about getting unstuck, navigating uncertainty, and choosing to try—even when it’s uncomfortable, inconvenient, or not your idea.Hosted by Wynne Leon, the show explores how real growth, reinvention, and discovery often begin not with confidence or clarity—but with a single attempt. Through thoughtful interviews, reflective conversations, and real‑world case studies, each episode examines what it looks like to keep going when doubt shows up, plans fall apart, or life forces a change you didn’t ask for.This podcast is for anyone who:Feels stuck or uncertain about what’s nextIs navigating change, burnout, or reinventionWants to live more intentionally without pretending growth is easyBelieves progress starts by trying—again and againThe Life of Try isn’t about hustle or perfection. It’s about learning as you go, surfacing what matters, and sharing what you discover along the way.If you’re ready to surf the uncertainty, outlast the doubts, and step into your own try‑cycle, you’re in the right place.Links for this episode:48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive transcriptMichael Yang's websiteComing Alive on the Ride at Barnes & Noble, Amazon

Links for this episode:

How to Share Perspective transcript

Andrea Simon’s website

Did You Have the Life You Wanted? on Barnes & Noble, and Amazon

From the host:

My book about my beloved father: Finding My Father’s Faith

(featured photo from Pexels)