It’s Never Too Late to Begin Again | Personal Growth and Courage with Lindsey Goldstein

Things falling apart is a kind of testing and also a kind of healing. We think that the point is to pass the test or to overcome the problem, but the truth is that things don’t really get solved. They come together and they fall apart. Then they come together again and fall apart again. It’s just like that. The healing comes from letting there be room for all of this to happen: room for grief, for relief, for misery, for joy.” – Pema Chodron

The troubleshooting method that I’ve taught to new technology consultants is to change one thing at a time. But what happens when life goes sideways and you get a chance to change all the things keeping you rooted? Do you scramble trying to rebuild life as it was? Or lean in to the chance to rethink about where you want to be?

That’s the premise behind Lindsey Goldstein’s delightful novel, Gap Year. When in the span of a few days, Jane’s daughter leaves for a gap year, her husband informs her that he’s in love with someone else, and she’s forced to choose between a promotion or to quit at work, she decides to take her own gap year. She goes to Ecuador to climb the mountain she’s always wanted to, Cotopaxi.

There are many reasons I love this book. Climbing and Ecuador – two of my favorite topics. But also because walking alongside Jane in her adult gap year helps to put in perspective the choices that we’ve made that handcuff our ability to try.

I was lucky enough to sit down with Lindsey Goldstein, the author of Gap Year on The Life of Try podcast, for a conversation about personal growth, self-improvement, and finding the courage to try—even when the path ahead feels uncertain. From writing and running to parenting, failure, and fresh starts, we explore how confidence is built one brave step at a time. If you’ve ever wondered whether it’s too late to try something new, this uplifting episode is a reminder that growth often begins the moment we say “yes” to the challenge.

Key takeaways

  • When life falls apart, it can also become an opening.
  • Courage often starts before confidence.
  • Trying, failing, and learning are all part of growth.
  • Small steps lead to bigger transformations.
  • You do not always end up where you expected—but you still grow.
  • Practice changes what feels possible.
  • It is never too late to begin again.

Here’s the YouTube video of our conversation:

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

Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year The Life of Try: Personal growth, one try at a time.

What do you do when life falls apart? In this episode, Wynne Leon sits down with Lindsey Goldstein, author of Gap Year, for a conversation about personal growth, self-improvement, and finding the courage to try—even when the path ahead feels uncertain. From writing and running to parenting, failure, and fresh starts, they explore how confidence is built one brave step at a time. If you’ve ever wondered whether it’s too late to try something new, this uplifting episode is a reminder that growth often begins the moment we say yes to the challenge.In this episode, you’ll learn: → When life falls apart, it can also become an opening → Courage often starts before confidence → Trying, failing, and learning are all part of growth. → Small steps lead to bigger transformations. → It is never too late to begin again → You do not always end up where you expected—but you still growLindsey Goldstein shares how writing in short windows of time highlight that progress often comes from regular effort, not waiting for the ideal moment. Check out Lindsey's book Gap Year and experience Jane's courage vicariously – but beware, it's contagious!If your kids are leaving for college, you want to try a new hobby, or a travel spot is calling you, this episode is for you. 📘 Order Gap Year on Amazon🌐 Visit Lindsey Goldstein's website🌐 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe for more:Subscribe to The Life of Try for more conversations on:personal growth, creativity, reinvention, resilience, writing, and mindset.📌 Subscribe & Stay UpdatedABOUT MEHi, I’m Wynne Leon — host of The Life of Try, a personal growth and self-improvement podcast exploring resilience, reinvention, uncertainty, and the courage to keep trying.Through thoughtful interviews, reflective conversations, and real-life stories, I share insights to help you navigate change, get unstuck, and move forward with more intention.🌍 Website: https://wynneleon.com━━━━━━━━━━━━━━━🎥 Watch Next➡️ Letting Go Of Outcomes: The Mindset That Keeps You Moving➡️ 48: How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive➡️ How to Finally Write That Book You've Been Dreaming About | Writing Motivation 🔗 CONNECT WITH ME:• Website:→ https://wynneleon.com/• Instagram:→ https://www.instagram.com/wynneleon/• Facebook:→ https://www.facebook.com/wynne.leon/
  1. Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year
  2. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  3. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  4. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  5. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive

Links for this episode:

Reinvention, Resilience, and the Courage to Try | Gap Year with Lindsey Goldstein transcript

Gap Year on Amazon and Barnes & Noble

Lindsey Goldstein’s website

(featured photo from Pexels)

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!

A Knock From Heaven

Our life experiences will have resonances within our innermost being, so that we will feel the rapture of being alive.” – Joseph Campbell

The knock from heaven came at 9:12am on Friday, November 7th, 2014. Having an exact time for it makes it seemingly clear when it was anything but. But it was odd enough at the time to be noticeable.

I was driving to meditation class on a crisp, fall morning in Seattle. Not in a hurry because I had plenty of time before the 9:30 start, even if I needed to circle the block a few times to find parking. Driving the route between my house and the studio where we practiced meditation was neither complicated nor congested as we congealed into a circular pattern around the neighborhood lake.

I was in a euphoric mood because I’d just signed off on everything I needed to start my cycle to try to have a baby via in-vitro fertilization (IVF) as a single parent.

It felt like everything was about to change and I was riding high on that excitement. But the anticipation came with an edge.

First, the fear about how my 45-year-old body would handle pregnancy. I’d never tried to get pregnant before so there was no history one way or another. All the tests and procedures boded well but I was well into the category of advanced maternal age.

Second, the vulnerability of doing this without a partner. I hadn’t wanted to have kids until after I got divorced. I told my ex-husband that I didn’t want to have kids. After the relationship ended I discovered that the whole truth was that I didn’t want to have kids with him.

While it seemed like the divorce was because of his infidelities, both of us sustained wounds. His announcement that it was time to have kids and my refusal to cooperate were telling markers of our relationship. He expected me to orbit around him and I was more like an asteroid on my own trajectory.

I felt healthier and happier on my own. So much so that taking the risk to start a family on my own felt manageable. Scary and exposed but within my window of tolerance.

The third element in my mix of emotions was the buoyed elation of my close friends. I had three dear women older than me that carried their own stories of desire without success when it came to having kids. All of them had made peace with how life had worked out but stood as a testament to the complexity of ambition, expectations, and relationships. They channeled pure enthusiasm for my pursuit of creating a family in a non-traditional way.

So when the knock from heaven came, it pulled me out of my effort to tease out the threads of all these emotions. That guy on the bike next to me must have rapped on the back of my car. But there was no near collision or obvious reason why. Did I get too close to the bike lane and the biker tapped a warning? I didn’t think so. Maybe they’d had wobbled and reached out a hand to steady themselves? Or maybe I was going too slow?

Those were my explanations in the moment.

A few hours later, I was working on a project in the garage when I missed a call from my mom. When I dialed her back, she haltingly told me through tears that my beloved 79-year-old dad died in a bike riding accident. A bike accident. He’d gone for a ride in a quiet neighborhood in Tucson and just happened to turn a corner and hit the frame of a passing car. What in most cases would be a broken collarbone had instead been instantly fatal because of the angle of the collision.

After I hung up, I sat there in a daze. Then I thought of the knock. Had it happened at the same moment my dad died? No, he’d died at noon. Even accounting for the time change between Tucson, where he was, and Seattle, it wasn’t even close. The knock had come two hours before he died.

My understanding of the knock has traveled its own path through the stages of grief. Denial – it didn’t mean anything. Anger – I knew life was about to change but not like that! Sadness – there was never enough time with my enthusiastic and supportive dad. Bargaining – it must mean that my dad left this world knowing my IVF plan even though I wasn’t going to tell my parents until it worked.

And finally, acceptance. Sometimes heaven knocks when you really need to pay attention. A little tap to make sure you are tuned in. So that when the invitation comes to sign up for a job, or unseal the envelope that might contain bad news, or pick up a phone call from someone you haven’t heard from in ages, you are primed to lean in.

Now that I’ve accepted this, I hear knocks from heaven differently. Eleven years after that first one, they show up as the most ordinary things. Like the sound of footfalls on the stairs first thing in the morning from my six-year-old son. The beat of my heart catches something a little extra and I come awake to the miracle of the moment. It’s a stutter that accounts for the ups and downs and twists and turns that all came together to make this life possible.

Or the pulse in my wrist when I hold hands with my 86-year-old mom as we say grace before a meal. It feels like a tap to remember that even though she seems so healthy, the comfort of her physical hand in mine will not last forever.

Or the tap of my chin against my 10-year-old daughter’s head when she gives me a hug. The angle between our heights seems to change on a daily basis and our banter reflects the accelerating maturity. I squeeze a little tighter when I feel that knock so that she can feel in both her heart and her head that I’m near.

Sometimes heaven knocks to remind me that this life is more mystical than it seems. It doesn’t need to make perfectly logical sense in order to lean in to receive the courage and heart that comes with accepting that there is more here than meets the eye.  

(featured photo from Pexels)

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!

Lessons from Letting Go: Parenting Reflections

How lucky I am to have something that makes saying goodbye so hard.” – Winnie the Pooh

There’s a lot of grief that comes with parenting, isn’t there? And I’m not referring to the grief the kids give us. I’m talking about the variety that comes with letting go.

My 10-year-old daughter< Miss O, changed the wallpaper of my phone to be a rotation of pictures of her and her younger brother. Now every time I tap the phone, I see a picture of one of the two of them, usually as younger kids.

Along with the cute pictures comes the grief. It’s small but I feel a stab of knowing I’ll never hold them on my hip like that again. Or that the era of toddler speak that required Momma interpretation has ended. Or that we don’t have so many moments of un-self-conscious joy anymore. There are all sorts of things to mourn as I get that momentary hit of how much we’ve changed. As neuroscientist Maya Shankar explains, every change comes with a loss of identity.

When I leaned into the grief, I found three things blooming underneath.

Gratitude. My sister-in-law’s mom, Georgia, repeatedly told me a story when I first had kids. She said that when my sister-in-law was six or seven, she asked Georgia to play. Georgia laments that her reply was, “No, Honey, I’d rather read my book.

I learned from that story to say “yes” so that I’m not talking about it when I’m 75-years-old. There have been many moments it has been hard to put down my book or stop progress on something I want to get done. But more or less, when my kids have said, “Mommy, look?” or “Mom, do you want to play ball?” I’ve said yes. So now when I feel the pangs of grief that come with letting go the younger selves of my kids, I also feel the gratitude for all the memories we have made and continue to make.

Learning. My kids have learned to walk, talk, ride a bike, read, play musical instruments, bat a ball and a myriad of other things. But the grief makes me realize how much I’ve learned as well. Things like that I had name my feelings so I could teach them how to name theirs. Also how to pitch baseballs, get grass stains from the ballfield out of pants, make slime, and clean slime from clothes too. These years have not only been full of memories but also lessons and growth too.

Faith. Miss O is heading to middle school next year. The horizon is already changing with boys, more complex relationships, and a wider circle of independent activities. The number of things I can’t control is growing exponentially larger every day.

Of course, I’ve never been able to control much. This whole journey of parenting has helped me lean into faith. To say “yes” to making memories, learning, loving and leading, and then leave the rest to God.

Grief is uncomfortable. Even the small “g” kind that I’m feeling these days. But underneath it is a whole lot of goodness that reminds me to lean in to creating a life worth growing out of.

(featured photo is Miss O and Mr. D in 2019)

The Long View of Life

A heart that loves is always young.” – Greek Proverb

My kids and I attended a memorial service for a 98-year-old friend, Jean, this past weekend. There is a lot of life to honor when someone lives that long.

It’s tempting to do it by what she did: she was a mother to four children, a member of her church for more than 70 years, she was an elementary school teacher, and when she retired from teaching, chose to work at the information booth at the local mall for more than 20 years.

Or by what she loved: she loved to play bridge and to cook. She cooked for the church youth group every week for 4 years and then published a cookbook of how to feed large groups.

But what struck me most was the quality of her relationships. She made friends wherever she went. In fact, I didn’t get to know her well until she was in her 90’s. Jean made the effort to reach out to me with little things she passed along from her family to my kids. I wrote a post about her in 2021 when she gave me a copy of the cookbook she published in the 1980’s. There was a woman at the service who had been a friend of Jean’s for 94 years.

But Jean’s life wasn’t just a walk in the park. Forty years ago, one of her daughters was murdered by a stalker when she was in her late 20’s. Going through that ordeal was when Jean got to know my dad so I know she forged relationships in good times and in bad.

Here’s what I loved about going to Jean’s service. It was a reminder to me that even when life seems complicated, messy and hard, we make it through because of the relationships we build. And it’s never too late.

(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 where guests share what they’ve lived and learned!

Even 10-year-olds Know Better

There is no better test of a man’s integrity than his behavior when he is wrong.” – Marvin Williams

About 10 days ago I was making breakfast for my family on a calm Saturday morning. The news was on in the background and Donald Trump was responding to the Supreme Court ruling about tariffs.

He started, “I am ashamed…”

And then ended the sentence, “…that a couple of members of the Supreme Court don’t have the courage….

I don’t recall saying anything. But the next thing I knew my 10-year-old daughter, Miss O, was standing on the couch with a pretend microphone in her hand offering an alternate response.

I apologize. It was my fault. How can I fix it?”

Miss O is not an expert in the workings of the three branches of the US government. But she does possess the emotional intelligence to know that people should take responsibility for their decisions and actions.

I suspect this US presidency resonates in a unique way for those of us who’ve had significant entanglements with a narcissist.

  • The chaos.
  • The willingness to say anything, believable or not, in order to shift the conversation.
  • The loyalty tests.
  • The genuine belief that they should not be held to the same standard of behavior as normal people.
  • The constant need for more recognition and validation.

Being around people who make up their own rules and then blame others when they lose is exhausting. Even 10-year-olds know better.

When I had a business partner who was a narcissist, I was forced to learn the difference between what I can control and what I can’t. The wisdom of Prentis Hemphill helped me cope, “Boundaries are the distance at which I can love you and me simultaneously.

Not only did I gain a lot of clarity about boundaries, but I also developed a deep appreciation for the people in my life who are trustworthy enough to hold close. I came through that period with a huge amount of gratitude for when life is calm.

There are enough tariffs being levied these days. So I try to remember not to let narcissists tax my energy more than necessary.

(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 where guests share what they’ve lived and learned!

How to Share A Return Home

The cave you fear to enter holds the treasure you seek.” – Joseph Campbell

I lived in the Philippines until I was almost seven-years-old. When I went back to visit with my family 22 years later, I was surprised that I could navigate a few streets near where we used to live. It was like a pull that oriented me to where I spent the first years of my life.

So I related to Mario Cartaya’s phrase of letting the subconscious guide when he shared his emotional journey back to Cuba after 56 years on the How to Share podcast. Mario has written a touching and insightful memoir about that trip, Journey Back Into the Vault.

Mario tells us how his family’s rushed departure from Cuba as a nine-year-old left him with a vault of childhood memories that he couldn’t unlock. Mario shares stories from his 1-week journey back to Cuba that helped him unlock the memories in that vault. We talk about how so many magical moments unfolded as he visited the scenes of his childhood.

We talk about the close-knit sense of community in Cuba. Mario tells us about the Cuban diaspora and how the pain of separation affects families on both sides.

Mario tells us about his current project chronicling the historic friendship that the US and Cuba once shared.

Mario is a wonderful guest who delivers a strong sense of hope for whatever divides us and a reminder that we can all work to find our own inner peace and deliver it to this world. I know you’ll love this episode and his book, Journey Back Into the Vault!

Key Themes:

  • Mario’s traumatic departure from Cuba in 1960
  • The vault of childhood memories and their significance
  • Revisiting childhood homes and places in Cuba
  • The impact of family separation and diaspora
  • The historic friendship between the US and Cuba from 1860-1960
  • Mario’s current project on US-Cuba relations

Check out this short clip of Mario’s deep and insightful elevator pitch for Journey Back Into the Vault:

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

Please listen, watch, provide feedback and subscribe.

Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year The Life of Try: Personal growth, one try at a time.

What do you do when life falls apart? In this episode, Wynne Leon sits down with Lindsey Goldstein, author of Gap Year, for a conversation about personal growth, self-improvement, and finding the courage to try—even when the path ahead feels uncertain. From writing and running to parenting, failure, and fresh starts, they explore how confidence is built one brave step at a time. If you’ve ever wondered whether it’s too late to try something new, this uplifting episode is a reminder that growth often begins the moment we say yes to the challenge.In this episode, you’ll learn: → When life falls apart, it can also become an opening → Courage often starts before confidence → Trying, failing, and learning are all part of growth. → Small steps lead to bigger transformations. → It is never too late to begin again → You do not always end up where you expected—but you still growLindsey Goldstein shares how writing in short windows of time highlight that progress often comes from regular effort, not waiting for the ideal moment. Check out Lindsey's book Gap Year and experience Jane's courage vicariously – but beware, it's contagious!If your kids are leaving for college, you want to try a new hobby, or a travel spot is calling you, this episode is for you. 📘 Order Gap Year on Amazon🌐 Visit Lindsey Goldstein's website🌐 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe for more:Subscribe to The Life of Try for more conversations on:personal growth, creativity, reinvention, resilience, writing, and mindset.📌 Subscribe & Stay UpdatedABOUT MEHi, I’m Wynne Leon — host of The Life of Try, a personal growth and self-improvement podcast exploring resilience, reinvention, uncertainty, and the courage to keep trying.Through thoughtful interviews, reflective conversations, and real-life stories, I share insights to help you navigate change, get unstuck, and move forward with more intention.🌍 Website: https://wynneleon.com━━━━━━━━━━━━━━━🎥 Watch Next➡️ Letting Go Of Outcomes: The Mindset That Keeps You Moving➡️ 48: How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive➡️ How to Finally Write That Book You've Been Dreaming About | Writing Motivation 🔗 CONNECT WITH ME:• Website:→ https://wynneleon.com/• Instagram:→ https://www.instagram.com/wynneleon/• Facebook:→ https://www.facebook.com/wynne.leon/
  1. Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year
  2. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  3. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  4. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  5. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive

Links for this episode:

How to Share a Return Home Transcript

Journey Back Into the Vault on Barnes and Noble and Amazon

Mario Cartaya’s website

From the host:

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.

Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year The Life of Try: Personal growth, one try at a time.

What do you do when life falls apart? In this episode, Wynne Leon sits down with Lindsey Goldstein, author of Gap Year, for a conversation about personal growth, self-improvement, and finding the courage to try—even when the path ahead feels uncertain. From writing and running to parenting, failure, and fresh starts, they explore how confidence is built one brave step at a time. If you’ve ever wondered whether it’s too late to try something new, this uplifting episode is a reminder that growth often begins the moment we say yes to the challenge.In this episode, you’ll learn: → When life falls apart, it can also become an opening → Courage often starts before confidence → Trying, failing, and learning are all part of growth. → Small steps lead to bigger transformations. → It is never too late to begin again → You do not always end up where you expected—but you still growLindsey Goldstein shares how writing in short windows of time highlight that progress often comes from regular effort, not waiting for the ideal moment. Check out Lindsey's book Gap Year and experience Jane's courage vicariously – but beware, it's contagious!If your kids are leaving for college, you want to try a new hobby, or a travel spot is calling you, this episode is for you. 📘 Order Gap Year on Amazon🌐 Visit Lindsey Goldstein's website🌐 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe for more:Subscribe to The Life of Try for more conversations on:personal growth, creativity, reinvention, resilience, writing, and mindset.📌 Subscribe & Stay UpdatedABOUT MEHi, I’m Wynne Leon — host of The Life of Try, a personal growth and self-improvement podcast exploring resilience, reinvention, uncertainty, and the courage to keep trying.Through thoughtful interviews, reflective conversations, and real-life stories, I share insights to help you navigate change, get unstuck, and move forward with more intention.🌍 Website: https://wynneleon.com━━━━━━━━━━━━━━━🎥 Watch Next➡️ Letting Go Of Outcomes: The Mindset That Keeps You Moving➡️ 48: How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive➡️ How to Finally Write That Book You've Been Dreaming About | Writing Motivation 🔗 CONNECT WITH ME:• Website:→ https://wynneleon.com/• Instagram:→ https://www.instagram.com/wynneleon/• Facebook:→ https://www.facebook.com/wynne.leon/
  1. Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year
  2. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  3. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  4. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  5. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive

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)

Understanding Choices: The Illogical Coat Dilemma

We’re all different. Don’t judge. Understand instead.” – Roy T. Bennett

I have this illogical tic that drives me crazy. When I walk Cooper the dog in the pre-dawn hours, I like to wear my white coat that is puffy with a hood. The problem is that it is not water resistant.

When I hear that it’s raining, I know that I should wear a different coat that is water resistant. The two coats sit on hooks side by side so it’s just as easy to grab the other coat. But most of the time, I still pick the puffy white one. Then I return home with a wet shirt underneath.

I’m a Seattleite and I’ve climbed mountains. I know that the gear you wear makes all the difference in your experience. Granted, the morning walk is only about 15 minutes long so it’s not life or death. It’s not even long enough to be truly uncomfortable.

But it is long enough to think about why I keep making the choice. I finally put my finger on it. It’s because the pockets on the white coat are soft and comfortable. In the morning when I’ve launched myself out of bed and into the cold before I’ve had a cup of tea or done my meditation, it’s dark (and raining), I just want a little bit of cozy.

When I read Anne Beall’s book, The Compassionate Writer, it made me think of this illogical coat choice. Because when I see others acting in a way that will get them soaked, metaphorically speaking, I think they should make different choices.

“Another common bias is what psychologists call the actor-observer effect. Research by Nisbett and colleagues shows that tend to explain our own behavior based on external circumstances – ‘I didn’t have a choice,’ or ‘The situation made me do it.’ However we attribute other people’s behavior to their personality or character. This can skew how we interpret both our actions and theirs.” – Anne Beall, The Compassionate Writer

Anne makes an excellent point that when we write with the understanding of this bias, it’s more relatable. It probably makes us better humans as well. Case in point, I worry when my six-year-old son would prefer to wear a sweatshirt on rainy days instead of a rain jacket. [Apple doesn’t fall far them the tree.]

P.S. If you haven’t heard the How to Share podcast with Anne yet, it’s worth a listen. She’s got so much wisdom about compassionate for ourselves and others!

(featured photo is mine)

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 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.

Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year The Life of Try: Personal growth, one try at a time.

What do you do when life falls apart? In this episode, Wynne Leon sits down with Lindsey Goldstein, author of Gap Year, for a conversation about personal growth, self-improvement, and finding the courage to try—even when the path ahead feels uncertain. From writing and running to parenting, failure, and fresh starts, they explore how confidence is built one brave step at a time. If you’ve ever wondered whether it’s too late to try something new, this uplifting episode is a reminder that growth often begins the moment we say yes to the challenge.In this episode, you’ll learn: → When life falls apart, it can also become an opening → Courage often starts before confidence → Trying, failing, and learning are all part of growth. → Small steps lead to bigger transformations. → It is never too late to begin again → You do not always end up where you expected—but you still growLindsey Goldstein shares how writing in short windows of time highlight that progress often comes from regular effort, not waiting for the ideal moment. Check out Lindsey's book Gap Year and experience Jane's courage vicariously – but beware, it's contagious!If your kids are leaving for college, you want to try a new hobby, or a travel spot is calling you, this episode is for you. 📘 Order Gap Year on Amazon🌐 Visit Lindsey Goldstein's website🌐 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe for more:Subscribe to The Life of Try for more conversations on:personal growth, creativity, reinvention, resilience, writing, and mindset.📌 Subscribe & Stay UpdatedABOUT MEHi, I’m Wynne Leon — host of The Life of Try, a personal growth and self-improvement podcast exploring resilience, reinvention, uncertainty, and the courage to keep trying.Through thoughtful interviews, reflective conversations, and real-life stories, I share insights to help you navigate change, get unstuck, and move forward with more intention.🌍 Website: https://wynneleon.com━━━━━━━━━━━━━━━🎥 Watch Next➡️ Letting Go Of Outcomes: The Mindset That Keeps You Moving➡️ 48: How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive➡️ How to Finally Write That Book You've Been Dreaming About | Writing Motivation 🔗 CONNECT WITH ME:• Website:→ https://wynneleon.com/• Instagram:→ https://www.instagram.com/wynneleon/• Facebook:→ https://www.facebook.com/wynne.leon/
  1. Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year
  2. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  3. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)
  4. 49: Personal Growth Pivot Points: Pause, Quit or Keep Going?
  5. 48-How to Get Unstuck: Michael Yang on Saying Yes, Resilience, and Coming Alive

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)