Solving Life’s Problems

I keep learning the same lessons again and again. Isn’t it funny when you finally solve something and realize you are a frequent flyer with that particular issue?

My son hasn’t been liking 2nd grade. I couldn’t really figure out why. My guesses were because there are shorter recesses, he has a teacher that’s new to the school, or just basic learning style. So I’ve been trying all sorts of things: biking with him to school, talking with the teacher to see how I can help, organizing lots of playdates and fun after school activities to make life in general better, saying I’d pay him at the end of the quarter if he tries hard.

Nothing I was doing seemed to be making a difference. I finally said to him, “I will never give up trying to make this better for you. But you’ve got to keep trying too.” I thought throwing in the towel on education at seven-years-old was too young.

Finally, because math seemed to be what he dreaded the most, I found a math tutoring place. I kinda winced when I told him we were going there – it didn’t seem like more school after school when he doesn’t like school would go over well.

But he loved it. After our first session there, it was like a weight lifted off his shoulders. After his second time, he asked when he could go back. He was disappointed that it was five days til his next session, so I scheduled him an extra one on the weekend.

And the lesson? Lean-in. When an issue arises, it can be an invitation to do more, not less.

P.S. I have a fantastic Life of Try podcast interview with the phenomenal climber Melissa Arnot Reid that will drop on Wednesday (10/28). Melissa’s memoir, Enough, Climbing Toward a True Self on Mt. Everest is a powerful example of leaning-in to solve what isn’t working on the inside — even when you are meeting with great success on the outside. Please subscribe so you don’t miss it!

(featured photo from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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!

Good Leadership in Action

Recently I had a front row seat to what good leadership looks like. My 11-year-old-daughter, Miss O, is a new 6th grader at a middle school with 850 kids total for 6th, 7th and 8th grades.

She came home one day and told me that she was late to her 5th period science class. Apparently, as she leaves lunch to walk to class, she often encounters a girl who has spilled out a game to play with. Miss O stops to help her put it back in the box.

But on the day in question, the girl had spilled out 4 games so there were hundreds of cards that needed to be sorted out. Miss O stopped to help. Then the girl’s educational assistant came by, asked if Miss O would continue while she and the girl went off to class.

Right as Miss O was finishing, her 5th period class walked by on the way to picture day so Miss O joined the line.

When the school notified me that Miss O was absent from 5th period, I told them the story and clarified she was late but not absent. The attendance person wrote me back to let me know it was all taken care of.

End of story, right? The system worked as it should and all was fine.

Except Miss O came home from school the next day with the kicker. When she stopped again to help the girl at the end of lunch, the principal showed up to thank her, gave her some candy and a school pin, and walked her to 5th period so she wouldn’t be marked late.

Amazing. In a school with 850 students, the attendance person must have mentioned to the principal the story of this one girl stopping to help someone. And then he made a note of it to stop and recognize her. She had chosen to do this all on her own so it wasn’t about being noticed. But what the principal did boosted her natural inclination to help enormously. It’s one thank you that is likely to have a ripple effect through her years.

I was recently reading, Unleash Your Humanity by Yasmine Sherif. Yasmine is a human-rights lawyer that has worked within the UN system for more than 30 years. She writes about what she’s learned about leadership,

“I have learned that humanity rises less through obligation and more through willingness. Leadership is not about becoming perfect. It is about being present and showing up with awareness. Humanity can rise, not from obligation but from desire and joy. We do not need to search the light, we can be the light—not flawless, but steadfast.” – Yasmine Sherif in Unleash Your Humanity

Like the principal at my daughter’s school, showing up with awareness matters. It spreads something viral – inspiration and kindness.

P.S. I was lucky enough to interview Yasmine Sherif about her book and what she’s learned about how we can all be the light. The Life of Try podcast with Yasmine will release on Wednesday, 10/21 and Yasmine’s passion and energy are infectious! Please subscribe so you don’t miss it!

P.P.S. After hearing about what the principal had done, I emailed the superintendent of Seattle Public Schools to tell him the story. He responded about 10 minutes later and copied the principal, the principal’s boss, and the HR department. The ripples of goodness keep echoing on.

(featured photo from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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 Need for Repacking

The first time I shouldered a full backpacking load, I was 20 years old at the base of a hiking trail in the Ecuadorian Andes. I didn’t have the strength to lift my pack, rotate it around to my back, and then hoist my shoulders through. So the leader of the trip suggested I balance my pack on the ground and then sit down next to it and snake my arms into the straps.

So I did that – and promptly tipped sideways.

I mention this because that’s how I feel this fall. I keep tipping over when I try to carry my load. The balance is off and I can’t quite get grounded enough underneath it to shoulder it with any steadiness.

Both my kids need help with school. My 11-year-old daughter is doing fine at middle school but it’s 6 periods and a lot of additional activities.  Keeping track of what goes where and what is due requires some organizational skills that she’s still developing.

And my 7-year-old son isn’t liking 2nd grade. His teacher is new to the school and the district has pared back on recess and amped up math time. It’s a rhythm that he’s finding challenging.

So I bike with him to school to help him get some exercise in before the day starts. Then I bike home and get my daughter off. By that time I’ve spent almost 2 hours getting my kids ready for school. And I’m in transition at work as well so I finding it hard to settle in myself.

Bumpy. That’s how it feels.

I mention the backpack because it’s the way I know for carrying loads. The lesson that I’ve learned repeatedly is that when I am having trouble carrying things, it’s usually because I’ve added them on without repacking. You can’t just stuff new items in the outer pockets, carry extra items in your hands, or clip them onto the top. If you do, they’ll hit you in the face every time you lean over – or you’ll drop them.

When I’ve resisted repacking my pack, it’s usually because I’m scared the group is going to go without me or that I’ll lose my momentum. But I’ve learned it’s not sustainable to carry an unexamined load.

Pull everything out

Give back what’s not yours to carry

Discard the baggage that you no longer need to haul with you

Repack only what is essential

Then you can shoulder a load that you can carry. My apologies if I miss anything while I’m repacking. I hope to be back to my balanced way forward soon!

(photos is of Miss O carrying a backpack at age 4)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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!

Quaker Wisdom – Way Will Open

I have so many examples of times I’ve tried to force life to go faster. But out of all of them, I have one clear favorite.

I was trekking to Everest Base Camp with my friends in 2001. We’d flown into Lukla at 10,000 feet elevation and then started the 30 mile trek to base camp. After a couple of days on the trail, we’d reached the charming town of Namche Bazaar and set up camp outside of a tea house to stay for two nights. My friend, Phil, told us this was the first point on the trail that we’d get to see glimpses of Everest.

The next morning I woke before everyone else. I was impatient to see Everest so I set off roaming by myself. After going up and down roads and trails for about an hour, I found a beautiful view and saw the sun rise gleaming off the top of Everest. After enjoying a few minutes of the first light, I headed back down to our camp.

By the time I returned about 90 minutes after I set out, everyone else was awake and starting to get ready for the day. My friend, Phil asked if anyone wanted to see a view of Everest. I joined the group as they walked 5 minutes in the other direction from where I’d gone and got a beautiful view. Doh!!

In this episode of The Life of Try, I dig in to the Quaker wisdom that “way will open”—and the surprising truth that closed doors, delays, and seasons of waiting may be guiding us just as powerfully as forward motion.

Through personal stories about illness, an ending that created space for motherhood, and Parker J. Palmer’s lesson that “a lot of way has closed behind me,” this episode offers a compassionate perspective on how to move forward when life does not go according to plan. I explore how to stop forcing growth before its time, and how to recognize the next honest step when the path ahead is unclear.

Key takeaways:
• How to trust the process when you feel stuck in life
• Why closed doors can provide clarity and direction
• How to practice patience without giving up
• How to keep trying without forcing the outcome


If you’re navigating change, waiting for clarity, recovering from a setback, or searching for motivation to move forward, this reflective episode will help you loosen your grip, trust your timing, and stay open to where life may be leading.

Links for this episode:

Way Will Open: How to Trust Life’s Timing transcript

Quaker Jane’s Glossary of Words and Phrases

Parker J. Palmer’s essay On Way Closes posted at OnBeing.org

Related Episode

How to Get Unstuck in Life and Getting Moving Forward Again with Michael Yang

Success isn’t always about finishing first. Sometimes the greatest victories belong to those who stay prepared, keep growing, and never stop trying.

(featured photo is mine of first light in the Himalaya)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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

Just Start

What’s your worst earworm? I’m not going to mention mine lest I pass it to you. Mum’s the word for that UB40 song. But I recently learned something fascinating about earworms – they can be chalked up to the Zeigarnik effect. Named after a Russian psychologist who first published about this almost 100 years ago — “Uncompleted tasks and unmet goals tend to pop into one’s mind.”

In their book, Willpower, psychologist Roy Baumeister and science writer John Tierney explain the Zeigarnik effect and why songs we don’t like tend to pop up as earworms. “We’re more likely to turn off the bad one in midsong, so it’s the one that returns to haunt us.”

I don’t play any ear worms in this week’s Life of Try episode, but I do explore how the Zeigarnik effect can amplify the power of taking one small, imperfect step. I offer a simple 10-minute strategy can help you overcome resistance, build momentum, and move forward and dig in to why starting before you feel confident can give your mind something useful to work on.

If a goal feels overwhelming, the blank page feels intimidating, or uncertainty keeps you stuck, this episode offers a practical way to begin without pressuring yourself to finish.

In this episode, I cover:
• How the 10-minute rule can reduce procrastination
• Why imperfect action builds confidence and momentum
• How unfinished tasks can keep ideas active in your mind
• Why your own rough first attempt still matters in the age of AI
• How to take the first step when a goal feels overwhelming


Don’t ask yourself to finish it today. Ask yourself to begin it. Set a timer, make one imperfect move, and leave yourself a clear next step.

Links for this episode:

How to Stop Procrastinating and Start: The 10-Minute Rule for Taking Action transcript

Related Episodes

Why Fun is the Secret to Building Better Habits with Mike Rucker, PhD – a Life of Try short

Success isn’t always about finishing first. Sometimes the greatest victories belong to those who stay prepared, keep growing, and never stop trying.

(featured photo from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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

The Art of the Conversation

I got a message in my email inbox this week from a stranger:

“Hey there, I went ahead and made a whole month’s calendar of social media content.

Can I shoot them your way?”

What? We haven’t even had a conversation?

I’m all for technology – in fact, I’m a computer consultant so my business is technology. But too often we get spun around and start working to fit technology into our lives, personally, professionally and at the corporate level – when it’s supposed to be the other way around — technology working for us.

It feels like technology keeps trying to tell us to speed up. It started long before AI but I feel it more intensely with the pitches that are reaching my inbox like the one above. It makes me so grateful for all that hosting and producing 200 podcasts episodes (135 on Sharing the Heart of the Matter and the rest on the Life of Try channel) has taught me about having deep conversations, slowing down, and making real connections.

In this milestone episode of The Life of Try, Dr. Vicki Atkinson turns the tables and interviews host me about nearly four years of podcasting—and what it takes to keep going.

I share what I’ve learned from 200 podcast conversations. Lessons like:

  • Why authentic conversations require both preparation and presence
  • Why you can’t host and produce at the same time (and it applies to writing and editing as well)
  • Why serving your audience matters more than simply publishing content
  • Creating meaningful work in the age of AI,
  • Finding the right collaborators

Not surprisingly, the best things I’ve learned in 200 episodes relate to conversation and connection, not technology. I appreciate each and every one of you that have listened to an episode. I know how valuable time is and if you’ve spent any time listening to me, and/or Vicki and me, I am so grateful.

If you feel stuck, uncertain, or impatient with your progress, this encouraging conversation is a reminder that growth does not have to happen quickly. One thoughtful conversation, one genuine connection, and one brave try can move you forward.

Links for this episode:

The Art of the Conversation transcript

Victoria Ponders – Dr. Vicki Atkinson’s blog

Vicki’s incredible memoir: Surviving Sue: An inspirational survivor’s story about a daughter and her life with a mother who was riddled with alcoholism, Alzheimer’s, anxiety, depression, and Munchausen’s. – print and eBook

Vicki’s gripping novel: Slivers on Eckhartz Press

Other Episodes You Might Enjoy

How to Finally Write the Book You’ve Been Dreaming About with Dr. Vicki Atkinson

How to Get Unstuck in Life and Start Moving Forward Again with Michael Yang

How to Celebrate Small Wins | Tiny Habits, Resilience & Personal Growth

Success isn’t always about finishing first. Sometimes the greatest victories belong to those who stay prepared, keep growing, and never stop trying.

(featured photo from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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

Fly, Be Free

“You were born with potential. You were born with goodness and trust. You were born with ideals and dreams. You were born with greatness. You were born with wings. You are not meant for crawling, so don’t. You have wings. Learn to use them and fly.” – Rumi

A friend of mine recently returned from two weeks of vacation in Iceland. He and his wife enjoyed a long list of fun activities: hiking, camping, eating new foods, exploring unusual terrain.

When I asked him what his favorite thing from the trip was, he quickly responded, “Releasing baby puffins.”

Apparently when these baby puffins learn to fly, they are supposed to head out to sea. But a good number of them get confused and fly into town instead.

This is a common enough occurrence that the townspeople have a process: they box up the baby puffins and take them to a particular vet. The vet checks them out to make sure they don’t have any issues. If they are good, the townspeople take the box with the baby puffin to the edge of the water and release them.

My friend and his wife were at the vet when a guy brought in ten boxes with baby puffins. Once the vet gave them the okay, my friend and his wife got to take one box to the sea. There they released the baby puffin.

As he finished his story, I felt a shiver from head to toe. It feels akin to writing to me — releasing the warm and tender things we box up. Fly – and be free!

(featured photo is from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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!

Creating Lift

“If you see someone without a smile today, give ’em yours. ” – Dolly Parton

I think one of the most charming aspects of this WordPress community is the generous willingness to share knowledge. Topics like:

P.J. Gudka sharing blogging advice
Dr. Gerald Stein’s insightful essays based on a distinguished career as a psychologist
Edward Ortiz provides Thoughts about leadership, history, and more
Tamara Kulish shares notes about soul-healing
Ab offers a window into disability advocacy
Todd Fulginiti shares his music
Michelle provides tips for and inspiration on decluttering
Dr. Yvette Prior creating incredible anthologies with contributors we know and love,
Shaun sharing daily encouragement
and on and on. It is a remarkable wealth of experience, information and knowledge available to everyone.

This incredible wealth of sharing and curiosity is right inline with my recent Life of Try podcast conversation with Bruce Dorey, PhD. In his book, Lift: Passing the Craft, Bruce provides a research-based framework for how we can mentor and provide lift to others.

A few key takeaways from this conversation:

  • Lift, whether it be for an airplane or in our interactions with others, does not happen in a vacuum. We need to engage with others to have the opportunity to pass on our expertise.
  • Bruce talks about how many of the master artists like Rodin were part of a guild and employed many young artists in the making of art. He surfaces the craftsman model: journeyman, apprentice and master for passing on knowledge. He shares ways we can do that in business, not just the trades.
  • We delve into the power of awe and the innovative way that Bruce uses virtual reality (VR) to incorporate awe into his work rhythm.

If you’re interested in how to become a better mentor, build resilience, use technology more intentionally, find flow, overcome burnout, or create more meaning in your work, this episode offers practical inspiration and a new way to think about growth.

Here are more ways to listen and subscribe:

Links for this episode:

Creating Lift: Leadership, Mentorship, and the Courage to Keep Growing transcript

Lift: Passing the Craft by Bruce Dorey, PhD on Amazon

A Whole New Way to Work: A Map to Freedom and Success by Bruce Dorey, PhD on Amazon

Bruce Dorey, PhD on LinkedIn

 Other episodes you might enjoy

Brand Strategy for Humans with Nancy Martira

⁠Identity Before Strategy: How to Break Through Invisible Ceilings with Kevin Yoder⁠

How to Embrace What Makes You Different | Finding Your Purpose with Kym Gordon Moore

(featured photo from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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

Short-Term Rental, Long-Term Adventure

“Maybe it won’t work out, but maybe seeing if it does will be the best adventure ever.” – unknown

When we returned from our last trip, one of the first things I did was take a picture of the front hallway. The hooks were all empty, waiting to hold coats and sweatshirts. The bench cushions positioned for someone to sit and take off their shoes. I didn’t know if I’d ever see it so uncluttered again.

That hallway was emblematic of all the work we did to get our house ready for short term rental. Replacing the front door lock with a numbered keypad so we wouldn’t have to give out keys to our guests. Decluttering the shoes no longer worn and the detritus that got hung on the hooks. Emptying the bench that is a favorite dumping spot and actually cleaning under and behind it.

And by the end of 34 non-consecutive days of renting our house out (19 days for the first stint and 15 days for the second), I was grateful to be home. Also, surprised that it worked. When I first thought of the crazy idea to rent out our house so we could afford to visit our friends in France before they moved, I felt that tickle of insecurity. The one that creeps in after you decide to try something and whispers things like, “this will never work, you should have started months ago, all the other offerings look to be listed by professionals.”

When I got the first reservation, I felt a flush of color rise to my cheeks as my heart sped up. It was going to work!! When all was said and done, we had 6 groups that rented out the house. They all came and went on time and left our house in good shape.

Amidst all these coming and goings, my kids and I got to have some amazing adventures. We did a lot of work to clean, patch, repair and declutter our house. We leaned on friends to help with turning the house over, picking up plums from the tree in the backyard while we were gone, and taking care of our pets. And then we had to leave because the guests were coming. So we did.

We arrived home about an hour after the last group left. I exhaled a breath that I didn’t know I’d been holding in. It was a mixture of disbelief that we could pull this off and relief that we could be in our own space and mess it all up again. And gratitude, for the push and pull nature of this endeavor – it pulled us to answer the call of adventure and pushed us out the door.

Happy to be home, I sat down at my computer to write a review for the last group. Then I was going to inactivate the listing. But minutes before I could do that, I got a notice — someone booked our house for a week in July 2027.

The adventure continues…

P.S. For anyone that is considering doing short-term rentals, here are three things I learned in case they are helpful to you:

  • There are a lot of options to consider when listing your house. It’s super helpful to select the option to automatically add a day to turn over the house so that you don’t have a group leaving in the morning and another checking in that same afternoon.
  • Don’t put throw blankets on the beds. All the bedding has to be washed every time a group leaves. Throw blankets end up being an expensive way to get a color pop, especially when they are unnecessary in the summer. Your water bill will still be high but hopefully not as high.
  • If you leave phone charging cables, someone will take them. This isn’t ill-intended on anyone’s part. More that no one is exactly sure what their group brought so phone cables get swept up.

(featured photo is our front hallway)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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

Roadside Assistance

“We’re fools whether we dance or not, so we might as well dance.” – Japanese Proverb

My kids and I are visiting our happy place. The funny thing about happy places is that I think they are contagious.

There’s a backstory (isn’t there always?). We rented out our house again on AirBnB. I figured we should take advantage of all that work we did to get our house ready. Because there’s nothing like being displaced from your home to inspire an adventure.

So we are staying up at our friends’ place on Whidbey Island. Last week when I was updating the guest book instructions for our house at 10pm after finishing 10 loads of laundry and making up five beds, I couldn’t believe I had chosen to make our house guest ready again. But the expansive sense of beachside escapades made it all worth it the moment we arrived.

Unlike our previous travels to see friends this summer where we stayed in 10 different places in 19 days and spent more than 40 hours on planes and trains, getting here was really easy. Three hours door to door and that included waiting in the line for the ferry and stopping at the store to buy dinner.

After unpacking the cold items into the fridge, we piled back into the car to show my mom and my sister our favorite farmer’s market on the island before it ended at 2pm. My kids excitedly narrated every hot spot went by: the place where the hot chocolate tastes like coffee dregs, the corner shop where we used to buy donuts before they closed, the thrift store for random rainy day toys. And then we passed a guy fixing his bike tire by the side of the road.

I polled the carful of people to see if we should stop to help. My kids in their enthusiastic mood that accompanies being in a happy place said, “Sure! Can we get out?”

The puncture of his tire was done by a nail so big that even with a new tube, he was worried the tube would just balloon out the hole. Our tire repair kit or pump wasn’t going to help. So I told him there was a bike shop next to the farmer’s market and we’d be happy to drive him.

He and his bike piled in with us, probably reassured that we weren’t going to do him any harm given the messy state of the car or the enthusiastic kids. As we drove, we listened in on his call to his friend that he had been biking with reporting that he’d met some VERY friendly people and was being driven to a bike shop.

After we left him to go to the bike shop and we headed into the farmer’s market, I was amused by everyone’s interpretation of what just had happened.

My sister thought we were so friendly that we were scary.

My mom wondered if we’d ever get to where we were going if we stopped to help every human and animal along the way.

My kids thought the guy’s name – Harold – was funny.

And I thought happy places, real or metaphorical, make helpful people.

(featured photo from Pexels)

If my work has encouraged, inspired, or helped you try something new, consider supporting it with a small “cup of coffee” donation. Your support helps me keep creating conversations, stories, and resources that cheer people on as they do brave, meaningful work.

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!