Things I Wish I Knew When I Was Your Age

I sat down recently to write a letter to my cousin (technically my first cousin once removed), who just started basic training in the Air Force.

What began as a quick note turned into something more. A personal reflection, a bit of a manifesto, and a stack of lessons I wish someone had handed to me when I was just setting out.

By the time I hit “save,” I realized this may be worth sharing with any young person taking their first real steps into the adult world.

The letter was full of life updates, jokes, birthday party planning, movie recommendations, and the occasional 10-year-old version of myself asking random questions. But the main message was you can do hard things, and you’re not alone.

What follows are some ideas that come from years of learning, leading, failing, and reflecting. These are lessons for anyone who finds themselves on the edge of something new.

Leadership begins and ends in your head. Most of your real battles are internal. That voice in your head? It can lift you up or hold you back. Especially in an environment full of rules and pressure, how you think will define who you become. Supportive self-talk, resilient thinking, steady choices.  These are the foundational traits for leadership.

Start before you’re ready. Showing up takes more courage than people realize. You will rarely have everything figured out before you begin. Your best opportunities for growth will come from figuring things out while under pressure. That discomfort you feel is a sign that you’re on the edge of growth.

Do the next right thing. When life gets overwhelming (and it will), it helps to stop trying to solve everything all at once. Pause. Breathe. Do the next right thing. That’s enough. The bigger picture tends to take care of itself when we’re faithful and focus on the next indicated step.

You belong here. The feeling that maybe you’re not ready, or that someone else would be better suited for the challenge in front of you. That’s normal. But it doesn’t mean you don’t belong. The truth is you do belong. You’ve earned the right to be where you are. And you’re growing stronger every day, even if it doesn’t feel like it in the moment.

Respect is the foundation of everything. Not just the kind of respect that comes from rank or titles, but the kind you live out through humility, consistency, and quiet honor. When you offer that kind of respect, you build trust. And trust is what makes people want to follow your lead.

When the going gets tough, remember why you started. Every hard day will test your resolve. Every early morning, every setback, every lonely hour…these are the places where you’ll either lose sight of your purpose or anchor more deeply into it. Purpose doesn’t remove difficulty, but it gives meaning to the difficulty. And that’s enough to carry you through.

Discipline equals freedom. I shared this piece of advice that comes from Jocko Willink, former Navy SEAL, war veteran, and a powerful voice on discipline and leadership. He says, “Discipline equals freedom.” The more discipline you have, the more freedom you gain.

Discipline gives you control. Over your body, your mind, and your choices.  Freedom to choose your future. Freedom to trust yourself. Freedom to follow through, especially when motivation fades.

You won’t always feel motivated. That’s okay. Stay disciplined. Show up. Do the work. That’s how you earn freedom. One decision at a time.

“Don’t wish it were easier. Wish you were better.” A classic quote from Jim Rohn. There’s no shortage of obstacles. The goal isn’t to escape them. It’s to grow strong enough to rise above them. The learning curve is real.  Learn, adapt, overcome…become better and things will become much easier. 

About those movie recommendations I mentioned earlier. It’s probably more accurate to call them story recommendations.  Stories about honor, resilience, human ingenuity, and the willingness to keep going when things are difficult. 

We Were Soldiers, an amazingly good movie about strategic servant leadership (which is my preferred style of management), bravery, and the love that comrades in arms have for one another.  It’s a great tribute to the men who fought (many who gave their lives for the guy next to them) and their brave families back home.  I think I’ve seen it at least 25 times and I’m happy to watch it anytime. Each time I watch it, I tear up in at least 2 or 3 places in the movie. 

Ocean’s 11 and The Sting, two films that focus on creative problem solving and teamwork…though our “heroes” in these movies are con men and thieves. 

The Princess Bride made the list. The value of honor (even among combatants), mixed with the comedic and spoofy scenes make it a classic. Even in a world of duels and danger, kindness, respect and loyalty still matter.

I suggested Seveneves by Neal Stephenson. A science fiction novel (my favorite genre for at least the past 10 years) about human survival, adaptation, and rebuilding civilization after catastrophe. The premise is that an asteroid causes the moon to shatter.  What starts out as an oddity in the sky becomes a calamity as the moon breaks up into a ring and then begins to rain down to Earth (something they call the Hard Rain).  Great sci-fi, lots of human ingenuity and adaptability, and a story that covers about 5,000 years.  It’ll take some time to read, but it’s worth it.

Two books by Andy Weir.  The first is The Martian (which became a movie starring Matt Damon), and the second is Project Hail Mary.  Andy wrote The Martian in 2011 and self-published it on Amazon.  It picked up fans and became a bestseller without an “official” publisher.  His second book was called Artemis (takes place on the Moon).  It was good, but not quite as good as The Martian (which is a high standard, so I’m probably being unfair). 

His third book was Project Hail Mary.  This one is also being made into a movie, starring Ryan Gosling. It is excellent. 

The big thing about Andy’s books is that they are scientifically accurate. His characters deal with extremely complex challenges that require thinking and ingenuity to overcome. He writes in a way that entertains and teaches things you never knew.

I love that Andy wrote his first book from beginning to end without any publisher involved. Nobody was there to tell him what he was doing was the right thing.  He believed in himself, believed in the story he was telling, focused on the work, delivered a high-quality product, and proceeded to find his audience one reader at a time.     

All these stories reflect truths about the path ahead. Your journey will be hard. You’ll need grit, creativity, and perseverance. You’ll need others (family, friends, mentors, even strangers). More often than not, the tools to overcome life’s challenges will come from within yourself, quietly shaped by the stories you carry and the habits you form.

Whatever new thing you’re stepping into, whether it’s basic training, a new job, a cross-country move, or a new phase in your life, know that it’s okay to be unsure. It’s okay to feel stretched. Just remember your “why,” do the next right thing, and keep showing up with courage.

And who knows? Maybe decades from now you’ll be the one writing a letter like this, passing along what you’ve learned…

Photo by Justin Cron on Unsplash

The Thing Before the Thing IS the Thing

Somewhere along the way, I’ve noticed a quiet truth.

The thing I was working toward (the goal, the vision, the project, the finish line) always required other steps. Preparation. Research. Practice. Training. A foundation. A warm-up.

While I tried to focus on the thing I wanted to do, most of my time was spent doing all the other things that needed to happen first.

Building a deck means hauling lumber, squaring the posts, digging holes…and at least three trips to Home Depot. Writing a book means staring at blank pages, deleting paragraphs (and chapters), and researching obscure details that may never make it to print. Staying in shape means lacing up your shoes at dawn when no one else is watching. Starting a business means filling out countless forms, talking to lots of people who say no, and revisiting your reasons why, countless times. 

These tasks are not detours or distractions. They are merely steps on the journeys we’ve chosen.

If we can learn to love these quiet and often unnoticed tasks that prepare the way, we may find the joy we’re seeking was there all along.

We might discover that the thing we’re chasing isn’t the prize. It only led us to the road we were meant to walk. To meet the people we were meant to meet.

So go ahead. Lace up your shoes at dawn. Cut that first board. Tape off all the areas you don’t want to paint. Make that first sales pitch. Get to know people you never expected to meet.

Embrace all the steps that come before the thing.

It turns out, they are the thing.

“Give me six hours to chop down a tree and I will spend the first four sharpening the axe.” — Abraham Lincoln

Photo by Brett Jordan on Unsplash

Pausing at the Halfway Mark

July 2nd is about a week away.  That will be the 183rd day of the year. The halfway point.

I usually think of the summer solstice as the halfway point since the days start getting shorter after that. 

Either way, it’s a good time to reflect.

Think back to January. Back then, you were probably wondering how to shed a few of those extra pounds you gained over the previous two weeks.

While sipping your leftover peppermint cocoa on New Year’s Day, what goals or intentions were on your mind? Did you write them down? Did you share them with anyone?

Be honest with yourself. What have you done that moves you closer to achieving any of the goals you set six months ago? Even small steps count.

Do those goals still matter to you? Have you added new goals since then?

Whatever your answers, write them down. Pick one thing to act on this week to get back on track. Movement builds momentum, and maintaining momentum is the key to achieving any goal.

Don’t forget to celebrate. A new productive habit. A relationship strengthened. A busy season endured (every industry seems to have one).

These quiet victories matter. They deserve your recognition.

Halfway through the year, the invitation is simple. Reflect. Realign.

Begin again.

Side note: Consider doing this exercise with an even larger time horizon. 

-What were your goals 10 years ago?  20 years ago?

-Are those goals still important to you? 

-Have you made progress on any of them?

-What are your goals for the next 10 years? 20 years?

-What concrete steps will you decide to take over the next 6 months to make progress on at least one of your 10-year goals?

Photo by Elliot Pannaman on Unsplash – why this image out of the thousands I could have chosen from Unsplash?  My focus wasn’t on the stark, still, wintry vibe (although that’s nice).  I was captured by the story it conveys. In my imagination, this person set out to cross the entire lake. Clearly, their chosen path wasn’t successful. Poor planning?  Lack of vision?  Who knows? 

But the halfway point is a moment like this. A pause at the edge, where we get to decide if our goal still matters. If it does, it’s time to retrace, replan, and re-commit to accomplishing what we set out to achieve.   

Pressure is a Privilege

I heard this a while back and it resonated with me.  That it’s a privilege to be under pressure.

At first, this may seem counterintuitive. Pressure can feel heavy. It weighs on us, steals our sleep, tightens our chest.

The pressure to perform. Pressure to deliver results. Pressure to be the best spouse, parent, grandparent, or friend we can be.

Pressure to grow. Improve. Rise to the moment.

We feel pressure because someone is counting on us.
Our family.
Our coworkers.
Our teams.
Our communities.

That pressure? It only exists where there’s a purpose. It’s a signal that we matter to someone. That our role isn’t meaningless. That someone out there is relying on us to show up, do our best, and help them move forward.

The alternative?

No responsibilities. No pressure at all. No one looking our way.
No one expecting anything from us. No one counting on us.

No promises, no demands (we don’t get enough Love is a Battlefield references in life). 

Maybe, no purpose.

The next time you feel the world pressing in, take a deep breath and reframe the situation.

That weight on your shoulders? It’s a sign of trust. A signal of opportunity. A reminder that you have a place in someone else’s story.

In the end, pressure is a byproduct of the privilege to lead, to love, and to serve.

And what a gift that is.

h/t – Marques Brownlee (watch his video to the end)

Photo by Paul Harris on Unsplash

The Work Before the Work

Everyone loves the big idea. The bold plan. A strong vision of what can be.

It’s easy to get excited about an amazing result.  A finished project, a better version of ourselves, a breakthrough moment. But big plans mean nothing without the tools and materials to carry them out.

Goals and aspirations get a lot of attention.  Preparation, usually not so much. 

Preparation isn’t glamorous. No one sees the early mornings, the quiet practice, the reading, the repetitions, the small decisions and adjustments that come from thinking deeply about how to be better. But that’s where everything starts. That’s the real work.

You can’t build a tower by imagining the top floor. You start by stacking bricks. And before that, you must gather the bricks. Along with mortar. Along with the tools to lift, cut, measure, and shape. That’s what preparation is.  Gathering what you’ll need to be ready when it’s time to build.

This applies to everything in life.

Want to be a better leader? Prepare by learning how to listen, how to stay calm and think under pressure, how to help your team to be their very best.

Want to level up at work? Prepare by always sharpening your skills, staying curious, looking for problems that need solutions, becoming someone your team can rely on.

Want to be a better friend, spouse, or parent? Prepare by learning to listen, to be present, and to lead with patience and love.

Want to face hard times with strength? Prepare by choosing the hard things before they choose you.

Don’t wait for life to demand something from you before you get ready. Always prepare so you will be ready.

Ask yourself:
-What materials am I gathering?

-What tools am I building?

-What productive habits am I forming when no one’s looking?

Preparation isn’t just a phase. It’s a mindset. A lifestyle. 

You’re either gathering bricks—or you’re preparing to fail.

Because in the end, you won’t rise to the level of your ambition. 

You’ll fall to the level of your preparation.

h/t – my friend Pete Hilger as we were discussing how to get building supplies to a rural Guatemalan city for a medical facility build project.  He tossed out the line, “You can’t build a tower without first gathering a lot of bricks and mortar.”

Photo by Peyman Shojaei on Unsplash

Starting is the Hardest Part

The blinking cursor on a blank document. The empty stretch of land where you’ll soon be building a shop. The new web application your company wants to develop that will revolutionize your industry. These are just a few examples of standing on the edge of something new, something important, yet feeling completely unsure of where to begin.

You might have a vision of the final result—the finished document, the completed shop, the fully functioning app. But that doesn’t mean you know how to get there.

It’s easy to get lost in the variables and the endless possibilities. What if I make the wrong decision? Are there more resources out there? What do other people think? Should I read more articles? Watch more videos? Seek more advice? What if I mess it all up?

In every case, the hardest part is starting.

It’s taking that first step. Writing the first sentence. Sketching out the first screen of an app. Nailing the first stakes into the ground—the ones you’ll attach a string to, so you can visualize where your new shop will go.

It’s a commitment to action over hesitation. A moment of bravery that marks the beginning of making something real.

An amazing thing happens when you start. Your mind shifts from a place of endless “what-ifs” to a place of positive motion. You begin to focus on the next steps and real solutions. All the challenges you imagined before starting—that, in many cases, won’t even come to pass—are forgotten. The path ahead becomes clearer, and each small step forward makes your next decision easier.

Does this mean everything goes perfectly after you start? Of course not. You’ll make mistakes, adjust, learn, and pivot along the way.

But here’s where starting becomes crucial: it provides a tangible foundation. It gives you something to measure against, something to refine, something to edit. You might completely change your initial idea, but you wouldn’t have discovered the need to change if you hadn’t started.

Starting is hard, but it’s also the most important part.

Take the first step, even if it feels uncomfortable. You’ll learn more from those first few steps than you will from standing still…wondering what might happen.

Once you start, momentum kicks in. And from there, the possibilities are endless.

Photo by Jon Tyson on Unsplash

Splitting Logs – The Firewood’s Promise (and my “Why”)

If you were to visit me on my mountainside, next to a huge pile of bucked-up logs that I’ve cut and collected over the past year, using my fancy new log splitter, what would you see? 

A grandpa dressed in a snow suit and beanie, warding off the low-teens temperature and wind chill, wearing eye and ear protection, splitting one log after another. 

I’m stacking the split firewood into an “outdoor fire” bin (the crummy stuff that’s showing some signs of water damage that may or may not burn so great), and an “indoor fire bin” for the good stuff.  We have so much that I use IBC totes that I can forklift and move around with my tractor.   

What you’d miss is what this guy’s thinking.  Of all the campfires these logs will deliver.  The warmth, the beauty, and the cheery faces reflected in the golden firelight.  The togetherness, the raucous fun, and always the smoke that’ll chase each of us in time.    

Lately, I’ve been thinking about words that rhyme with stories, memories, starlight, marshmallows, love, and family. Of a way to express my “why” behind all this work.

My new splitter hums, its rhythm is true,
Each log cracks clean, split in two.
And with each piece, I see what’s ahead—
Fires that warm, where stories are said.

Golden flames dance in their eyes,
Joyful voices filling the skies.
Kids with marshmallows on sticks they will hold,
Turning white fluff to crispy gold.

The stars above will steal their gaze,
A quiet pause from the firelight’s haze.
But soon enough, they’ll leap to their feet,
Cousins chasing cousins, the night complete.

This work is heavy, my labor long,
But in each log, I hear a song.
A promise of warmth, connection, and love,
Of smoke below and stars above.

Each crack of the wood a memory in waiting,
Moments of joy we’ll spend creating.
I keep splitting, I’ll keep the pace,
Knowing the fire will hold its place.

One split, one stack, one stick at a time,
Building a future that’s warm and divine.
A pile of firewood, yes—but so much more,
It’s family, it’s laughter, it’s life to the core.

I can’t think of a better “why” than this. 

Photo by Kevin Erdvig on Unsplash

Lessons in Failure – the Mark of a True Leader

There’s a saying that often floats around in entrepreneurial circles: “Fail fast, fail often.” While the origins of this phrase are up for debate, its lesson is clear. Failure isn’t just an inevitable part of leadership.  It’s one of the most defining. How a leader reacts to failure (their own or their team’s) can reveal their true character and shape the trajectory of their future success.

But here’s the thing: writing about failure and leadership can quickly sound like a series of cliches. We’ve all heard the platitudes about “learning from mistakes” and “rising stronger.” But there’s a deeper message about what truly separates those who lead with integrity and vision from those who crumble when things go wrong.

When failure strikes, leaders face a choice. They can own it, adapt, and come back stronger. Or they can point fingers, wallow in resentment, and stall out. The decision often happens in an instant, but its impact can last a lifetime.

Great leaders take ownership of failure, even when it’s not entirely their fault. Why? Because owning failure builds trust. When a leader says, “This didn’t go as planned, let’s discuss what we’ll do to fix it,” they inspire confidence. They create a culture where the team feels safe to take risks, knowing that mistakes are part of growth, not reasons for punishment.

When leaders blame others, they erode trust. Pointing fingers, whether at the team, external circumstances, or bad luck, signals an unwillingness to reflect and adapt. Over time, this creates a toxic environment where innovation dies and progress stalls.

“Fail fast, fail often” isn’t about being reckless.  It’s about embracing experimentation and accepting that not every idea will succeed. Failing quickly means you can pivot sooner, learn faster, and ultimately get to a better solution.

This idea requires two things:

Humility: The willingness to admit when something isn’t working.

Agility: The ability to adapt and try again without becoming paralyzed by setbacks.

Elon Musk is a great example. From continual iterations of experimentation and failure at SpaceX—including multiple RUDs (rapid unscheduled disassembly in rocket speak)—to the challenges Tesla faced in scaling production and support, he’s built companies on the idea of learning through failure. Musk doesn’t see failure as an end point.  He sees it as feedback.  A necessary step on the path to success.

To handle failure effectively, leaders need more than optimism.  They need a process. Here’s a simple approach that works (notice I didn’t say it’s an easy approach):

-Recognize the failure and what it means. Be transparent with your team.

-Reflect on what went wrong without assigning blame. Focus on systems and strategies, not personal shortcomings.

-Identify key takeaways. What worked? What didn’t? What’s worth trying again?

-Adjust your approach based on lessons learned.

-Recommit to the goal with a renewed focus and determination.

Failure doesn’t only teach leaders how to solve problems.  It shapes their emotional intelligence (if they allow it). Leaders who’ve faced setbacks tend to have more empathy and patience. They’ve had to overcome multiple failures themselves, so they know how challenging failures can be for their teams.

When leaders normalize failure, they create cultures where people aren’t afraid to take risks or push boundaries. That’s where breakthroughs happen.

The mark of a true leader isn’t perfection. It’s how they handle failure.  Whether they embrace it as a teacher or fear it as an enemy. The choice of owning mistakes, adapting, and persevering defines not just their success, but the success of everyone they lead.

The next time failure arises, ask yourself: Will I let this moment shape me for the better? Will I lead my team through it with grace and determination? Will we learn from this failure? 

The answers will set the course for everything that follows.

Photo by David Trinks on Unsplash

Commitment Leads to Fulfillment

Zig Ziglar once said, “It was character that got us out of bed, commitment that moved us into action, and discipline that enabled us to follow through.”

This perfectly describes the driver of true achievement. It’s not just the initial desire or excitement that propel us, but the dedication to stick with something until the end.

I accidentally saw this idea come to life during a recent road trip.  I stopped by a taco shop.  It happened to be near a beach and was clearly a popular local destination.  The tacos were excellent, but that’s not the point of this story.

As I sat on the patio eating my carnitas tacos and enjoying the view, I couldn’t help overhearing a conversation at the table that less than two feet away.  Two early-twenties (by my estimation) men were talking about how amazing the surfing had been earlier that morning. 

I got from the conversation that they had been surfing together since they were teenagers and this morning’s session was a long-overdue reunion of sorts since they hadn’t surfed together in quite some time. 

One of them made a comment that stuck with me: “Surfing is the only time I’m really alive. I know what I’m doing and can feel the water telling me what to do. I wish I could get that kind of fulfillment out of the rest of my life. I feel like I’m just wandering around, waiting until I can surf again.”

It wasn’t long before his friend responded, “I know what you mean. I’ve had to settle down these past couple of years. I got a dog, and it’s been a lot of responsibility, but he’s amazing. He loves the beach, so I take him there as often as I can.”

Then came the real kicker. The first guy, the “wandering” one, responded, “Maybe that’s something I should do. I can’t get motivated at work and just want to quit. Maybe getting a dog would help me commit to the work.”

He used an extremely important word—commit. It was evident these two men are deeply committed to surfing. It’s their passion, and it gives them a sense of fulfillment that’s absent in other areas of their lives. Surfing isn’t something they merely do—it is something they live for. But beyond surfing, they lack the same kind of dedication. Their passion for the sport brings them joy because they are fully invested in it, heart and soul.

The wandering friend’s dilemma isn’t uncommon. Many people struggle with finding motivation in their daily lives.  They haven’t truly committed to something that extends beyond their comfort zone or personal hobbies. They desire fulfillment without realizing that commitment is often their missing link.

It was as though this young man had stumbled upon the key to unlocking motivation and purpose: he needed to commit. Whether it is work, relationships, or another area of his life, the power to find meaning and fulfillment can only come from his willingness to fully invest in something.

Goethe once said, “At the moment of commitment, the entire universe conspires to assist you.” This idea aligns with the realization that real fulfillment only comes from investing fully in what we do. When we are all in, we aren’t just going through the motions—we are owning the process, taking charge of the outcome, and continually working toward our goals.

The wandering surfer may never have thought about his job as something worth committing to. To him, it was just a means to an end, something he had to do so he could afford to spend time doing what he really wanted—to surf. But if he can shift his mindset and fully invest in his work with the same passion and dedication he gives to surfing, the fulfillment he seeks might not seem so elusive.

Fulfillment doesn’t come from merely reaching a goal or winning a trophy. As Cardinal Pell put it, “Commitment to a worthwhile goal brings fulfillment and meaning, even if the path is difficult.” The true joy and deep sense of satisfaction come from the commitment itself—the effort, discipline, and perseverance that drive us toward our goal.

If you’re handed a trophy without having worked for it, it’s meaningless. You know deep down that you didn’t earn it, didn’t push through the challenges, didn’t grow in the process. But if you earn that trophy through your own hard work and dedication, it’s a symbol of something far greater than the achievement—it’s proof of your commitment.

In the end, what we commit to is what brings meaning to our lives. Whether it’s our relationships, our careers, or even something as personal as surfing, the act of giving our all, of pushing through the hard times, is what fills us with a sense of purpose.

The wandering surfer wasn’t lost because he lacked passion; he was lost because he hadn’t fully committed to anything beyond the waves.

To truly live a fulfilling life, we must commit wholeheartedly. When we do, we’ll find that the truest sense of fulfillment comes from the dedication and growth that only commitment can bring.

Photo by Blake Hunter on Unsplash

You Can’t Delegate Your Influence

A professional manager understands that managing is an active role. It requires proactive effort, not just sitting back and overseeing tasks. A good manager knows how to delegate responsibility and authority. It’s a key skill that helps multiply their impact and develop the next generation of leaders.

There’s no shortage of books and articles that dive deeply into the art of delegation. Many are worth reading and putting into practice. But here’s the thing: no matter how much you delegate, you can’t delegate your influence. That personal touch—the way you listen, share your perspective, and guide the conversation—is something only you can bring to the table.

Managers have a unique viewpoint. They understand the critical questions facing the organization in a way others often don’t. Their value lies in their ability to communicate directly, to really hear what’s being said (and often what isn’t), and to guide the organization toward the right path. That’s what makes their influence so crucial.

Now, picture this: a manager sends one of their team members to a meeting with internal customers. The goal? For the subordinate to represent the manager’s ability to listen, understand, and guide the discussion. Sure, it can work if that person has full decision-making authority and can make agreements that hold the manager accountable. But that’s rarely the case.

So, we come back to the reality: a manager has to prioritize where they spend their time and energy, making sure they’re showing up where their influence is most needed. It’s not just about sitting in meetings or making decisions on the fly—it’s about really understanding the dynamics in play, both spoken and unspoken.

A manager’s influence over the direction of projects, processes, and people can’t be handed off. At best, subordinates can carry a “shadow” of that influence. It might get the job done, but it’s not likely to push the organization in the bold direction it needs to go.

In the end, while delegation is a powerful tool, influence is personal. And if you’re serious about leading, you need to make sure you’re showing up where it counts.

Photo by Katja Anokhina on Unsplash