Personal Development – Grandpa Bob Encouraging Leadership

The Pathways to a Rewarding Life

Finding Purpose at Every Age

From thirty thousand feet, the land below looks like a patchwork of roads and fields. Each marks a choice someone once made about where to go. Some stretch straight and steady. Others twist through hills or fade out of sight. Together they form a map of movement and direction, a living story of people who kept choosing the next road.

Life feels the same way. The routes change, but the invitation stays the same. Keep moving to find greater meaning.

The most rewarding paths often pass through three places. Serving others, staying curious, and daring to pursue new goals.

Service opens our heart. When we give to something beyond ourselves, our life expands. For the younger generation, it teaches them that purpose grows through generosity and connection. Helping a friend, joining a cause, or showing up for someone who needs encouragement builds an identity rooted in contribution. Later in life, service transforms experience into legacy. It turns lessons into guidance and presence into impact. Every act of service whispers that we still matter.

Curiosity keeps that whisper alive. It invites discovery and reminds us that wonder never expires. For young adults, curiosity shifts attention from comparison to possibility. It fuels creativity and builds resilience (because nobody said it would be easy). For those further down the road, curiosity revives joy. Learning something new, exploring unfamiliar tools, or asking deeper questions renews their spirit.

Big goals complete the trio. Ambition alone can fade, but big dreams shaped by purpose bring hope to life. For the young, bold goals turn uncertainty into motion. For the experienced, they rekindle the thrill of becoming. The thrill of pursuing. Every goal, whether to build, create, teach, or grow, reminds the soul that movement still matters. Hope rises with every goal we dare to pursue.

Many people never take these paths. Fear of failure, fear of embarrassment, fear of losing face…they each build fences where we can hide. Quiet excuses convincing us to play small and call it wisdom.

Fear says, “Stay comfortable.” Curiosity says, “Let’s see what happens.”

When fear wins, both young and old lose sight of their forward motion. The young adult who fears being judged easily drifts into hopelessness. The older adult who hesitates to dream again slips into quiet surrender. The reasons sound different, yet the root feels the same. Fear has taken the wheel. Stagnation and hopelessness follow.

Purpose waits just ahead. It lives in the next act of kindness, the next mystery to be solved, the next dream still worth chasing.

The pathways to a rewarding life have no finish line. Every act of service, every curious step, every daring goal breathes new life into our soul.

When we explore these paths, joy and fulfillment will be our companion.

Photo by Line Kjær on Unsplash – I wonder what’s in the next valley. Let’s go find out.

59 Lessons at 59

I recently turned 59. Not the big 60 milestone but knocking on the door. In honor of this “almost-milestone” birthday, here are 59 lessons or truths I’ve picked up along the way that may be helpful for you:

Family is the greatest treasure. I’ve learned this from countless dinners, phone calls, and quiet moments of simply being together.
Love grows when you give it away.
Small kindnesses matter more than big speeches. Holding a door, writing a note, or showing up means more than most people will admit.
A campfire has a way of pulling people closer. Some of our best conversations happened with smoke in our face and stars overhead.
Walks in the woods teach patience. The trail never hurries, but it always leads you somewhere good, even if the trail leads back to where you started.
Listening is often better than speaking.
Start, even if you don’t know the finish line.
Forgiveness frees the forgiver.
Work hard, but not so hard you miss the laughter at the dinner table. That laughter is life fuel.
Friendships need tending like gardens.
A calm mind shapes a calm day. How you manage your thoughts sets the tone for how you live, not just how you lead.
Prayer steadies shaky ground.
Scars are inevitable but can become footholds.
Your children and grandchildren remember the times you kept your word. Integrity is how love earns trust over a lifetime.
Music can heal a weary spirit.
Laughter with grandchildren is holy ground. Even the silliest joke can create amazing memories.
Take pictures but also put your phone down.
The best conversations happen unplanned, often on the way to somewhere else.
God shows up in ordinary moments.
Start with what you have, not what you lack.
Be quick to encourage. A word of encouragement can feel like oxygen to someone gasping for air.
Time with your spouse is the best investment you’ll ever make.
A sunrise reminds us the story isn’t over.
Be generous with money, with time, and with grace.
Don’t underestimate a good meal shared…even a bad meal shared.
Patience is a form of love.
Read good books slowly. And read them aloud. I’ll never forget the nights of reading Harry Potter chapters to my kids, one voice carrying us all to another world.
Children teach us as much as we teach them.
A soft answer turns away wrath.
Slow down for sunsets.
Stay curious, even at 59.
Hold babies gently, but often.
Let go of what you can’t control.
Keep your promises, even the small ones. If you can’t be trusted in the little things, no one will trust you with the big ones.
Coffee or a meal with a friend beats any meeting.
Rest is productive.
Gratitude doesn’t just brighten the day. It multiplies joy in ways you can’t measure. It shifts ordinary moments into holy ones.
The journey matters more than the finish line.
Never be too proud to say, “I was wrong.” Or “I don’t know.”
Faith isn’t about knowing all the answers.
Celebrate progress, not perfection.
Trails are better with company. I’ve seen some of the deepest conversations unfold at mile three.
Be the first to say “thank you.”
Find work you believe in, but don’t let it define you.
Love is the legacy worth leaving.
Don’t compare. Contentment is wealth.
Your words can build or break. Choose to build. Always.
A long hug can mend a broken heart. I’ve felt that healing in the arms of family.
Keep learning, keep growing. Continuous improvement matters. Even the smallest step forward is still forward.
Tradition ties generations together, especially if that tradition involves an old family recipe that takes hours and lots of teamwork to make.
Tell stories. Your family needs them. Stories pass down more than facts. They carry history and identity.
Choose wonder over cynicism.
You can’t outgive God, but you can follow His example.
Every season has its beauty. Even Oklahoma summers with their heat and humidity have sunsets worth pausing for (clearly I appreciate sunrises and sunsets).
Be present. Tomorrow isn’t promised.
Family trust is sacred. Break it once, and it may never return the same. Protect it as carefully as you protect your home.
Celebrate the small wins. A child’s smile, a project finished, or a quiet evening with family. Cherish these moments.
Joy often hides in the small, ordinary things.
Life is a gift. At every age, unwrap it with wonder.

4 Bonus Lessons (which means I came up with four more that I didn’t want to exclude)

Adapt or be left behind. If you’re the best buggy whip maker, prepare to adapt when automobiles come out. Don’t cling to the past so tightly that you miss the future.
The quiet miracle of savings and compound interest. Einstein was right. Compound interest is the most amazing thing. Steadily and quietly setting aside a portion of your income builds your wealth over time. It also provides peace of mind and freedom for your future self.
Learn outside your lane. Take time to study things that don’t seem connected to your work. The most important lessons often come from entirely different fields.
Travel opens two windows. When you visit a new country, you learn about their culture, their food, their people. But you also return seeing your own home differently…with gratitude, with perspective, and with fresh eyes.

Photo by Mantas Hesthaven on Unsplash

The Shades Are Down – Reflecting on Anthony de Mello’s Parable

Tim Ferris has a weekly newsletter – 5 Bullet Friday. In last Friday’s update, he highlighted a quote from The Way to Love, by Anthony de Mello. This post isn’t related to that quote (although it could be). It’s based on the rabbit hole I dove into, reading other parts of the book. Right out of the gate, de Mello offers a short parable that’s simple at first glance but goes deeper the longer you sit with it.

“A group of tourists sits on a bus that is passing through gorgeously beautiful country, lakes and mountains and green fields and rivers. But the shades of the bus are pulled down. They don’t have the slightest idea of what lies beyond the windows of the bus. All the time of their journey is spent in squabbling over who will have the seat of honor in the bus, who will be applauded, who will be well considered. And so they remain until the journey’s end.”

It’s not a long parable, but it says a lot.

We are each on this ride. This one journey through life. And all around us is beauty: the people we love, small joys, the smell of fresh rain, a child’s laughter, songbirds chirping right outside our window, the warmth of a good cup of coffee in the morning.

But our shades are down. We don’t see any beauty, because we’re too busy with things that don’t matter.

We’re measuring. Comparing. Ranking. Arguing about position, prestige, attention. Scrolling, reacting. Meanwhile, the scenery goes by. Gorgeous, wild, and fleeting. We barely glance out the window.

What struck me about de Mello’s story wasn’t the travelers’ arguments. It’s the view that was always there. The view never stopped being beautiful. The issue wasn’t the lack of beauty. The issue was where they were looking.

This parable is a quiet reminder to lift the shade. To let in the light. To remember that it’s not about getting the “best seat on the bus.” It’s about not missing the view.

So today, maybe take a breath. Look around. Listen a little longer. Smile at someone. Appreciate a small thing that usually passes by unnoticed.

Another of de Mello’s insights that’s in line with his parable:

“The most difficult thing in the world is to listen, to see. We don’t want to look, because if we do, we may change. We don’t want to look, because we may discover that the world is not what we thought it was.”

Sometimes the shades stay down not because we’re distracted, but because we’re afraid. If we truly see what matters, we might have to stop chasing things that don’t. We might have to let go of the version of ourselves that depends on being applauded or admired or seen in a certain way.

But what if that’s the invitation? Not to force ourselves to change, but to wake up to what’s real in our lives. To notice the world again. To feel the wonder again.

The awareness de Mello points to is freeing, like the child’s creativity in my previous post.

It’s the kind of awareness that reminds us we’re not stuck in the noise unless we choose to be. We can pull up the shade. We can look.

Because the ride is short. The view is worth seeing.

And in that beauty, we can see we are never really far from joy.

Photo by Eiliv Aceron on Unsplash

Creating Like Children

When you watch a five-year-old, a ten-year-old, even a twelve-year-old create, you see what unfettered creative freedom really looks like. Whether it’s a drawing, a Lego tower, or a clay sculpture, they throw themselves into the process with joyous abandon. In their mind, they can see clearly what they’re making. They know why they’re making it. And there’s almost always a story behind it.

They aren’t self-conscious. They aren’t trying to impress anyone. Sure, they like to show their creations to parents, grandparents, and teachers. But their motivation isn’t just about approval. It’s about expression.

Most children are free from the baggage of expectation. They don’t wonder if what they’re making is good enough. And when they finish, they move right on to the next thing. Their self-worth isn’t tied to the outcome. The value of the work comes from their own perspective, not from what others think.

But around age thirteen (sometimes earlier) things change.

After years of chasing approval, learning the “right” way to do things, being graded and corrected by well-meaning adults, something fundamental happens. Their freedom to create without judgment slowly gets buried. Doubt takes root. Worry about what others might think starts to shape their process. Fear of looking foolish holds them back.

And as the years pass, it only gets worse.

Tell someone you’re going to take up oil painting, stained glass, sculpture, or any new creative pursuit as an adult, and they’ll likely have two reactions: a polite smile of encouragement, and quiet skepticism that anything worthwhile will ever come of it.

Starting something creative as an adult feels strange. It’s outside the bounds of what “normal” people do. It’s far easier to stay in line, avoid looking foolish, and sidestep the discomfort of being a beginner again.

But we are all beginners at birth. Even the rare prodigies had to take their first step (the one that happens long before we see the gifted 5-year-old who can play a piano concerto). For the rest of us, every new skill—whether it’s creative, practical, or professional—requires courage, repetition, failure, and patience.

I’ve learned that when I let go of expectations (not easy) and stop worrying about looking foolish (also not easy), the magic happens. With this new frame of reference, trying something new, something creative, or something unfamiliar, brings a new energy having nothing to do with the outcomes.

It doesn’t seek approval or chase productivity. It simply opens the door to wonder—something we often unlearn as we grow older.

I’m lucky. I get to spend time with my grandchildren, who remind me what fearless creativity looks like. They show me that learning and creating, and the fun we have along the way, are all that matters.

Maybe we all need a little more of that.

To create like children again.

Photo by pine watt on Unsplash

What I Thought I Knew

What I Thought I Knew

There was a time I made a big leap “out the window.” I walked away from something I thought I had to escape. I didn’t have a detailed plan, just a deep sense that staying where I was would burn me out.

What I should have realized at the time was that while I was escaping one fire, I was just trading for another.

That’s the thing about decisions. They rarely come with clarity. They come wrapped in burdens and hope and urgency, all dressed up to look like certainty. But certainty is often just a story we tell ourselves to keep moving.

I’ve gone back and questioned plenty of decisions. I’ve hit pause, looked around, and asked, “Was that the right thing to do?”

Sometimes the answer is no. And that’s okay.

I’ve made wrong turns. I’ve said yes when I shouldn’t have. I’ve said no when I was afraid. But here’s something I’ve learned the hard way: wrong turns can still move us forward. Even the “mistakes” taught me something. Sometimes they were the only way I could learn the lessons I needed to learn.

Side note: If you can learn from watching someone else’s journey, that’s often preferable to taking the hard knocks that accompany most of the big lessons in life.

The truth is, not every decision will hold up to hindsight. And not every success will look like success right away. Some answers show themselves slowly. They show up only after struggle, reflection, and time. They need hardship to help them mature. Sometimes they even need failure.

I’m lucky. Along the way, there were people who didn’t try to fix me. They just stood with me while I figured it out. They gave me space to question, to re-route, to second guess. That kind of support is rare. And I’m grateful.

To those people: thank you. You helped me see what I wasn’t ready to see. You let me grow into the answers I didn’t even know I was seeking.

These days, I’ve learned to forgive myself for the detours. For the second thoughts. For the “what ifs” I’ll probably carry forever. I’ve changed my mind, more than once. With every shift, I’ve learned to find moments of peace.

Here’s the point: Maybe wandering is the way.

Wisdom doesn’t show up all at once. It grows, shifts, even contradicts itself. Sometimes it stumbles. Sometimes it starts over.

One thing I know for sure: What I thought I knew was only the beginning.

Photo by Andrew DesLauriers on Unsplash