Lessons in Persistence: A Child’s Perspective

Children are great imitators, so give them something great to imitate.” – unknown

On any given sunny day, it’s not a question of if we’ll hit something over the fence, it’s a question of which fence. In fact, six-year-old Mr. D hits baseballs over the fence so often, we call them “neighbors” instead of “homers” because they are our opportunity to visit our neighbors.

So it was no surprise that on one of the many warm and lingering light evenings last week, Mr. D and I were playing in the back yard and lost a stomp rocket over the fence. But it went into our neighbor’s yard that is not next door but lives on the street behind us. Those retrievals mean we have to either walk around the block to knock on the door…or try to retrieve it without leaving our yard by leaning over the fence to grab it if it hasn’t fallen too far.

On this occasion, we looked over the fence and saw the stomp rocket was stuck in a tree and almost in reach. So Mr. D tried to use a rake to get it. It fell lower.

Then we got out the duct tape, created a sticky end of a pole and tried to grab it. It was two inches too short.

By this point our yard was strewn with the ladder, rake and every other tool we’d considered for the project. I decided to attempt one last thing by using the extendible branch trimmer. I touched the rocket, it shifted, but I didn’t get it.

So I said to Mr. D, “We should just walk around and get it from their yard.

He looked at me and said, “We can’t give up now!

I had to chuckle. Serves me right for teaching my kids to try and to not give up. Then they parrot it back to me at all the important moments.

I gave it one more try and bingo, we got it.

I’m still laughing. And am taking it as confirmation that I chose the right name for my podcast, The Life of Try. 🙂

(featured photo is Mr. D during the retrieval process)

You can find me on LinkedIn: https://www.linkedin.com/in/wynneleon/ and Instagram @wynneleon

Please check out the The Life of Try podcast Where trying becomes the spark for personal growth, discovery, and re-invention!

The Courage to Stop Trying

The important thing is to not stop questioning.” – Albert Einstein

We have a strong ethos of trying in my household. There’s an example that we often joke about. When my daughter was about 9, my friend Eric asked her to help deflate a rubber raft so we could take it home from vacation. When she went to put it back in the box, he said it’d never fit.

Her response was something like, “It won’t fit back in the box with that attitude!”

Safe to say, we are primed to try. But sometimes that overshadows the wisdom of when to stop trying. How do you know when to stop trying—especially when you’re someone who prides yourself on perseverance?

In this episode of The Life of Try, I explore the moments when quitting isn’t failure, but wisdom: when our efforts are overly controlled, when something deep inside says “it’s time,” or when passion turns obsessive and starts costing more than it gives.

Along the way, I draw lessons from Marion Jones, Olympic figure skater Alysa Liu, Oprah Winfrey, and Andre Agassi, plus insights on harmonious vs. obsessive passion.

Here’s a short section about mining the deep knowledge of when you know, you know:

If you’re wrestling with whether to push through or let go, this episode offers language, perspective, and permission to choose what’s healthy—and what’s next.

Here are some ways you can listen and watch this motivating episode:

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

Personal Growth Pivot Points: Pause, Quit, or Keep Going? transcript

The Fun Habit: How the Pursuit of Joy and Wonder Can Change Your Life: Mike Rucker, PhD

Open: An Autobiography by Andre Agassi

Marion Jones Reflects on Her Kids Living with ‘Reality’ of Her Doping Scandal

From Oakland to Olympic gold: Alysa Liu takes figure skating crown

Alysa Liu’s Olympic figure skating comeback is golden, true to herself

How Alysa Liu Found Her Love for Figure Skating Again

Winfrey Announces Show’s End in 2011 – CBS News

(featured photo from Pexels)

How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive

Don’t ask what the world needs. Ask what makes you come alive, and go do it. Because what the world needs is people who have come alive.” – Howard Thurman

When my daughter was two-and-a-half, I installed a seat on the back of my bike. I strapped her in and we pedaled around our neighborhood. She yelled, “this is fantastic!

A pure jolt of energy and vitality shot threw me. For me, it was such a good example of the fullness of life that surges when we embrace the freedom that comes with getting out on two wheels. As a bonus, it reminded me of how easy it is to get stuck in the humdrum of life. And the cure is just an adventure (big or small) away.

So in this episode of The Life of Try podcast, I talk 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 we 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. We 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 straight
  • Han, perseverance, and turning setbacks into strength
  • The immigrant mindset: gratitude, effort, and going for opportunity
  • Friendship as a confidence builder—on the road and in life
  • Curiosity, rejection, and holding onto a vision (plus the Steve Jobs story)
  • Hongik: living for the wider benefit and making a positive dent in the world

Here’s a small taste of Michael’s brave and bold reminder that saying “yes” to adventure often brings out our best selves:

Whether you’re craving a literal road trip or a fresh start at home, this conversation will nudge you toward your next brave yes.

Here are some ways you can listen and watch this motivating episode:

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive transcript

Michael Yang’s website

Coming Alive on the Ride at Barnes & Noble and Amazon

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 next
  • Is navigating change, burnout, or reinvention
  • Wants to live more intentionally without pretending growth is easy
  • Believes progress starts by trying—again and again

The 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.

(featured photo from Michael Yang — more incredible photos in his book and on his website!)

Creating Without Elbow Grease

Do the difficult things when they are easy and do the great things when they are small. A journey of a thousand miles must begin with a single step.” – Lao Tzu

What if “trying” doesn’t have to mean pushing harder?

I’ve been in a flow state often enough to know it exists but not so often to know how to reliably get there. Is it really possible to regularly create — to write, to connect with others, to co-author life in a way that doesn’t leave me sweaty and tired? My guest on this week’s podcast had some insight about finding flow. Even if it falls into the category of easier said than done, it’s the quietness of the approach that makes me think it’s possible

In this Life of Try episode, I talk with author and New York Insight Meditation Center co-founder Joseph Schmidt about The Torchbearer—a collection of short stories born from an unexpectedly effortless creative process. Together we explore the mindset shift from effort to openness: how letting go of the agenda can create space for insight, transformation, and a deeper, more alive way of meeting each moment.

  • Try smarter, not harder: why forcing outcomes can block creativity—and what changes when you partner with the process instead.
  • Mindset shift to “empty hands”: Joseph’s Zen chaplaincy training and the practice of entering a room (or a moment) without an agenda.
  • Personal growth through discovery: how his characters—and we as readers—find the next move by noticing what’s already here.
  • Feeling alive at the edge of the unknown: mindfulness as the place where consciousness meets what happens next.
  • Belonging as a practice: building a bond of belonging by showing up with curiosity, care, and presence.

If you’ve been working hard but feeling flat, this conversation is an invitation to loosen your grip, step back into the present, and discover a more natural flow—one where growth comes from attention, not strain. Listen in for a gentler (and often more powerful) way to create, connect, and keep beginning again.

Here’s great clip of Joseph describing the lesson he learned from a Zen monk about a powerful mindset shift:

This is a great episode if you’re craving a mindset reset, rebuilding your creative confidence, deepening a mindfulness practice, or simply want to feel more awake and engaged in your everyday life.

Here are some ways you can listen and watch this inspiring episode:

Please listen, watch, provide feedback and subscribe.

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

The Transformation That Changes Everything transcript

The Torchbearer: and other Stories of Borderline Redemption by Joseph Schmidt on Amazon

Joseph Schmidt bio – New York Insight Meditation Center

(featured photo from Pexels)

The Life of Try

Sometimes magic is just someone spending more time on something than anyone else might reasonably expect.” – Teller

In 44 episodes of producing the How to Share podcast, I realized that while I’m passionate about how to share, what I’m really interested is trying. Trying is a little upstream from sharing. We try experiments in our life, we learn, and then we share.

Trying feels right to me because matches my background as an engineer and consultant. Also, I see it in my kids as they develop new skills. And I’m fascinated by how we conduct experiments as foundational part of building confidence.

So I’ve spent some time reswizzling the podcast as The Life of Try – a podcast focusing on where innovation, reinvention, personal growth, and discovery begin with one simple choice: to try. Even when it’s uncomfortable. Even when you’d rather not. Even when life makes the decision for you.

The Life of Try will feature conversations with authors, scientists, athletes, researchers, coaches, and more to help inspire your personal try-cycle. And I’m debuting a brand-new segment—one that “reverse engineers” what world-class trying really looks like.

In this episode our case study is professional climber Alex Honnold, whose headline-making feats—from free soloing El Capitan in Yosemite to scaling the Taipei 101 Tower this January—offer a masterclass in what it takes to attempt the extraordinary.

I break down the real ingredients behind big outcomes: preparation, learning from others, and staying steady through setbacks—and how those same principles apply to the goals we’re chasing every day. Whether you’re gearing up to speak in public, throw a pitch, or learn a new song, you can borrow these lessons and put them to work in your own try-cycle.

This is The Life of Try.

Here’s a teaser clip that shows a bit of what I think is so compelling about Alex Honnold:

Here are some ways you can listen and watch this inspiring episode:

Please listen, watch, provide feedback and subscribe.

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

The Life of Try: Alex Honnold Case Study transcript

⁠Free Solo: A National Geographic documentary⁠

⁠Alex Honnold Free Solo Climbs Tapei 101 Skyscraper⁠

(featured photo is of El Capitan and sourced from Pexels)

How to Share Advocacy – Part 2

A very small degree of hope is sufficient to cause the birth of love.” – Stendhal

Recently Vicki and I got an email from author and advocate Sam Daley-Harris that was shocking. Sam reported good news about the budgeting process for global health. I think what was most shocking to me was that something in our government worked. I know that sounds cynical. But given the news these days, I thought it was all stand-offs and insults.

Sam noted in the email why it was successful, “They didn’t do it by protesting, though protests matter, nor by funding lawsuits, though lawsuits matter, or even through elections work, though elections matter. They did it through transformational advocacy, building relationships with elected officials who make decisions in their name and, in the process, building a little bit of backbone in Congress.

Vicki and I talked with Sam Daley-Harris about transformational advocacy last July on the How to Share podcast. We scheduled another conversation with to follow up on this good news (see clip below). Sam gives us a great formula for overcoming cynicism and hopelessness and suggestions for how to get started.

Sam shares personal stories and insights on how individuals can reclaim their power and make a difference in their communities and the world. He also offers to be a guide to connect you to a group that matches your interest and values. Sam has spent 40 years as an advocate on things like global health, world hunger, climate change, and global poverty – filling out his sign-up sheet is like getting a free ride to exactly where you need to go.

We love talking with Sam because he shares how to be effective and counter the effects of fear, cynicism and loneliness. We know you’ll love this conversation!

Takeaways

  • Advocacy requires facing our own hopelessness to find purpose.
  • Transformational advocacy involves deeper engagement than transactional actions.
  • Building relationships with legislators can lead to meaningful change.
  • The state of democracy is influenced by citizen engagement and activism.
  • Progress and positive changes are not often featured in today’s news reporting.
  • Commitment to advocacy can lead to personal transformation.
  • Every individual has the power to make a difference.

Here’s a clip highlighting some of Sam’s good news and perspective on how we can make a difference:

Here are some ways you can listen and watch this incredible episode:

Please listen, watch, provide feedback and subscribe.

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

Transcript for How to Share Advocacy Part 2

Sam’s Sign-up Sheet for resources on how to get started

Reclaiming Our Democracy website

Reclaiming Our Democracy: Every Citizen’s Guide to Transformational Advocacy, 2024 Edition on Amazon

From the hosts:

Vicki’s book about resilience and love: Surviving Sue; Blog: https://victoriaponders.com/

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

(featured photo from Pexels)

How to Share a Mission

There are only two lasting bequests we can give our children. One is roots, the other is wings.” – Hodding Carter

In the days when I watched tv (somewhere about a decade ago before I had kids and started going to bed early so I could wake up early enough to write in that hour before they wake up), I really enjoyed watching Dancing with the Stars. There is something fascinating about watching someone translate their skills from one arena to another. Like when a football player does a ballroom dance and it reveals something essential about what they bring no matter the format.

It reminds me of the guest I spoke with on the How to Share podcast this week. Anthony Dyer was special missions aviator for the US Air Force for 20 years. Now he’s written a gripping memoir, Moon Child: Roots and Wings of a USAF Combat Special Missions Aviator. In it you see his courage. First on the battlefield and then in his vulnerability in writing about it.

Anthony knows how to bring it. Here’s a short excerpt that gives a taste of his inspirational courage:

“In gambling, playing with house money means you’re ahead, taking risks with what you’ve already won. That’s exactly how I wanted to exist earthside: bold, fearless, and unburdened by the fear of losing. Life itself was the ultimate win, and I was determined to make the most of it. Living a ‘house money life’ means living with the mindset that you’re already ahead and willing to take the risks with what you’ve already achieved without fearing losing. It’s about embracing life’s uncertainties and challenges and making the most of every opportunity.” – Anthony Dyer, Moon Child: Roots and Wings of a USAF Combat Special Missions Aviator.

Anthony tells us how he went from a childhood in Appalachia to becoming a special missions aviator for the US Air Force. We talk about how his desire to make a difference in the world led to a 20-year-career in the military.

He reveals how he healed from the visible and invisible wounds of war, healing by picking up a pen instead of a bottle. He tells us how he met his wife and what their mission is now.

Anthony has so many incredible insights about how to live fully, heal, and integrate traumatic experiences. He tells us what motto is inspiring him today. This is a great episode with an insightful author who takes life by the horns. I know you’ll love it.

Takeaways

  • Anthony chose writing over alcohol to heal from trauma.
  • The importance of aviate, navigate, communicate in life.
  • Healing can come from vulnerability and sharing stories.
  • Family plays a crucial role in personal healing.
  • God can help you rebuild after trauma.
  • Scars are badges of honor, representing resilience.
  • Conversations with God can lead to personal growth.
  • Fatherhood is Anthony’s most important mission now.
  • Roots and wings symbolize balance in life.

Here’s a great clip of Anthony talking about how writing has helped heal the wounds of war:

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

Please listen, watch, provide feedback and subscribe.

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

How to Share a Mission Transcript

Moon Child: Roots and Wings of a USAF Combat Special Missions Aviator on Barnes and Noble and Amazon

From the host:

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

(featured photo from Pexels)

How to Share Perspective

“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:

Please listen, watch, provide feedback and subscribe.

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

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)

The Feeling of a Fresh New Year

Be humble. Be teachable. The world is bigger than your view of the world. There’s always room for a new idea, a new step…a new beginning.” – marcandangel

There’s a noticeable expansiveness in the January 1st  entry in meditation books. Setting the tone. Regardless of the theology or philosophy, there seems to be a commonality in the approach to start with the most fresh, audacious, “let’s jump in” message that the author can summon.

I’m not a resolution person but I do like celebrating beginnings. Aren’t fresh starts great? They make me think of the feeling at the bottom of the mountain that encapsulates all the potential energy. Or the intentions at the start of the project, or new job, about how it’ll turn out. And the appeal of a new relationship when the shared history remains to be written. Also the appreciation for babies and children because of their innocence and freshness.

The beginning is before we’ve had to make decisions to change the scope, mitigate the pain, or slip into automatic responses in order to save energy. Before we’ve accepted that most endeavors come with their share of pain, healing, and learning. And that we sometimes fail to deliver even when we intend to do our best.

I have a bad habit of believing I know how things will play out. Especially when new people I meet elicit a reminder of someone else and it feels like I can see a preview of the relationship to come. That habit cuts me off from potential. So I love the fresh energy of messages like January 1st meditation essays that open me back up to uncertainty and a wider perspective.

It’s like new shoes. We don’t know where they’ll take us but we have to get them dirty to find out.

The beginning is important. For me it’s a reminder to stretch – to set our sights on the most expansive goals and being the best human/parent/partner/athlete we can. And to allow space for uncertainty.  Then when the messy middle comes, we have some room for scaling back while still getting somewhere worth going.

So here’s to a great 2026! Happy New Year!

(featured photo from Pexels)

You can find me on LinkedIn: https://www.linkedin.com/in/wynneleon/ and Instagram @wynneleon

Please check out the How to Share podcast, a podcast celebrates the art of teaching, learning, giving, and growing!

How To Share Our Luck

Service to others is the rent you pay for your room here on Earth.” – Muhammad Ali

I’m fascinated by the origin stories of how people start big things. I love hearing how people have done fantastic things just by following a thread that often starts in such an incidental or accidental way.

My guest on this week’s How to Share podcast, Gil Gillenwater, has a great origin story. In 1987, he and his brother, Troy, went on a Thanksgiving-inspired road trip to deliver food to a town in Mexico. They took a wrong turn and ended up in Agua Prieta, a town right on the US-Mexican border and were stunned by the living conditions and abandoned children.

Gil started a non-profit called Rancho Feliz that has served the Agua Prieta and surrounding communities in these ways:

  • Awarded 3,700 scholarships
  • Issued 6,854 graduation certificates for adults
  • Built 1,220 houses
  • Distributed 64,000 bags of food
  • Donated tons of medical supplies
  • Constructed orphanages, education centers, childcare centers, and volunteer centers

And more than that, Gil and his mission have also enriched the lives of the people who have come to volunteer. Rancho Felix has coordinated 27,462 volunteer visits. Gil documents these accomplishments and shares his experiences and insights from over 35 years of philanthropic work along the US-Mexico border in his beautiful book, Hope on the Border.

Gil tells us why me-first culture isn’t working and how enlightened self-interest provides a path out of spiritual poverty. He shares why he doesn’t like the word “charity” for either giver or receiver. Instead Gil hails the 28,000 volunteers that work with Racho Feliz as guardian warriors.

We talk about education as the ultimate tool in the border crisis and how providing that can change lives. And we talk about how the ability to see ourselves in others proves to be a life changing gift.

This is an incredible conversation with an amazing guardian warrior that shows us enthusiasm and purpose that transcends borders. I know you’ll love it.

Takeaways

  • When’s the last time you heard good news about the US-Mexico border?
  • The disparity in wealth is a significant issue that needs addressing.
  • Education is the key to breaking the cycle of poverty.
  • Creating opportunities in one’s home country can reduce migration.
  • Enlightened self-interest can lead to personal and communal growth.
  • Volunteering provides a sense of purpose and fulfillment.
  • Community service fosters connections and shared humanity.
  • Experiencing poverty firsthand can change perspectives.
  • The joy of service is a pathway to personal happiness.

Here’s a short clip of Gil describing enlightened self-interest as an antidote to our me first, greed is good culture:

Here are some ways you can watch this compelling and inspiring episode:

Please listen, watch, provide feedback and subscribe.

This is the last podcast of 2025! Thank you to all you amazing listeners/watchers/readers who have been so interested in and supportive of all these amazing guests sharing their interesting stories about learning, writing, and growing in this one wild and precious life! Stay tuned for more great episodes in 2026! I appreciate you!

51: Letting Go of Outcomes: The Mindset That Keeps You Moving The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?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 orclarity—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 achange 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:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American
  1. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  2. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  3. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  4. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive
  5. 47-From Stuck to Momentum: Thomas Edison’s Method for Progress (Try, Learn, Improve, Repeat)

Links for this episode:

Hope on the Border on Amazon

Gil’s organization: Rancho Feliz

Gil Gillenwater on Facebook

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

(featured photo from Pexels)

(feature quote from Enlightened Mind 622 – The Rent You Pay)