The Miles Between the Decisions

The Miles Between the Decisions

I’m trying to have a little fun with Chat GPT’s caricature creation.

I’ve always been a runner.

For years, running was my reset button. It challenged me physically, cleared my head and gave me an outlet for stress. There was something wonderfully simple about it. Put on your shoes, head out the door and go.

Then, after three knee surgeries, my doctor gave me the news I didn’t want to hear.

No more running.

So what was left for cardio? The StairMaster? Elliptical machine? Walking?

All good forms of exercise. All sounded incredibly boring to me.

A few colleagues of mine cycled, but as a “runner,” I was skeptical. I had convinced myself that nothing could challenge me as much, make me sweat as much or leave me feeling as physically spent as a solid run.

Even my surgeon suggested cycling.

So there I was in June 2020, with COVID in full swing, walking into a local bike shop knowing absolutely nothing about bikes.

Road bikes. Gravel bikes. Carbon frames. Aluminum frames. Components. Gears. Price points that seemed to range from reasonable to “you want how much for a bicycle?”

It was intimidating.

Fortunately, the owner was incredibly gracious with his time and patience. He eventually guided me toward a road bike that was a step above entry level but still had an aluminum frame.

His advice was simple: Don’t get caught up in the cool-kid swirl of carbon frames and expensive equipment until you’ve ridden for a while and know you actually like it.

Good advice.

I bought the bike and got out on the road.

Looking back, it was easily one of the top five decisions I’ve made in my life.

It Started as Exercise. It Became Something Else.

I originally started riding to replace running.

What I discovered was something much bigger.

The freedom of riding. The wind. The resistance. The fresh air. The physical exertion. There’s something about the combination that invigorates me.

Over time, cycling became more than exercise. It became a total health habit for me — physically, mentally and, in many ways, spiritually.

Different strokes for different folks. I’m not suggesting everyone needs to buy a bike and start riding 25 miles.

But I do believe everyone needs to find their thing.

For me, cycling lifts my soul.

It gives me time to ponder, ideate, reflect, recharge and simply be present.

There is nothing quite like riding along the river in the quiet of the morning. No cars. Barely another person around. Six in the morning is my favorite time to ride — before the crazies get on the road.

My average outdoor ride these days is about 27 miles. My longest has been 50.

That means I regularly get two, three and sometimes four hours largely alone with my thoughts.

In today’s world, that is a gift.

Solitude Is Underrated

We spend much of our lives consuming information.

Emails. Texts. Meetings. Teams calls. News. Social media. Podcasts. Presentations. Dashboards.

Something is always coming at us.

But when do we actually have time to think?

Some of my best ideas have come to me on a bike.

Ideas for new sales plays. Articles I want to write. Problems I’ve been wrestling with at work. Conversations I need to have. Decisions I need to make.

Sometimes I solve something.

Sometimes I realize I’ve been thinking about something entirely wrong.

And sometimes nothing happens at all.

That may be the most important part.

There is value in giving your mind enough quiet that it doesn’t have to produce anything.

The Bike Has Taught Me About Myself, Too

There are stretches of a ride when everything feels effortless.

And then there are climbs.

Your legs start burning. Your heart rate rises. Your breathing gets shorter. Your brain starts negotiating with you.

Slow down.

Back off.

Maybe today isn’t the day.

Those moments have taught me something about how I respond to discomfort.

I’ve learned that I can push considerably further than my mind initially tells me. I’ve learned how changing my breathing under physical stress can calm both my body and my thoughts. I’ve learned the difference between genuine physical limits and the limits we sometimes manufacture in our own heads.

Those lessons don’t stay on the bike.

They show up in business, leadership and life.

Energy Changes How We Lead

I have always been a firm believer in fitness.

Not because everyone needs six-pack abs, run marathons or ride 50 miles.

Fitness matters because energy matters.

Our physical condition affects how we show up.

It affects our patience. Our confidence. Our resilience. Our ability to concentrate. Our ability to manage stress. And, ultimately, our ability to make good decisions.

It’s difficult to separate the mind from the body and the body from the spirit. They are connected.

When one is neglected long enough, the others eventually feel it.

And leadership requires energy.

The energy to remain engaged late in the day. The energy to listen instead of simply react. The emotional energy to deal with difficult people and difficult situations. The mental energy to distinguish the urgent from the important.

Good decision-making doesn’t only require intelligence.

It requires clarity.

And clarity is difficult to find when we are physically exhausted, mentally overloaded and never alone with our thoughts.

Find Your Ride

Cycling started because my knees took running away from me.

At the time, that felt like losing something I loved.

Instead, it forced me to discover something I probably never would have tried otherwise.

Today, when I head out early in the morning, I’m not trying to outrun anyone. I’m not chasing a podium. Most of the time, I’m not even chasing a personal record.

I’m chasing something much more valuable.

Energy.

Clarity.

Perspective.

And a few quiet miles where nobody needs anything from me.

We spend enormous amounts of time trying to become better executives, better leaders, better decision-makers, better spouses, better parents and better people. We read books, attend meetings, study data and seek advice.

All of that matters.

But sometimes becoming better at everything we do begins with taking better care of the person doing it.

Find the thing that challenges your body, quiets your mind and restores your spirit.

For me, it happens to have two wheels.

And some of the best decisions I make aren’t made sitting behind a desk.

They’re made somewhere around mile 20, with tired legs, a clear head and nothing in front of me but the road.

 

Why Empathy Is the Secret to Leading Through Tough Decisions

Leadership isn’t for the faint of heart. It’s difficult by design. At its core, leadership is about making decisions—many of them difficult, and some of them unpopular. A leader must often choose a path that not everyone agrees with, weighing what’s best for the organization against how it might impact individuals. And that’s part of the job: to make the tough calls even when others might not fully understand or support them.

But here’s where great leaders distinguish themselves. While decisions must be made, and action must be taken, how those decisions are made—and how people are treated along the way—defines the legacy of a leader. This is where empathy comes in, not as a soft skill, but as a strategic advantage.

The Case for Empathy in Leadership

Empathy is the ability to see the world through someone else’s eyes. In leadership, it means taking the time to understand what your people are experiencing—even when you can’t change the outcome. It doesn’t mean avoiding hard decisions. It means making them with humanity.

Empathy builds trust, and trust builds alignment. And alignment is what allows an organization to move forward, even when times are uncertain.

When I think about leaders I admire, either through reading about them, and in many cases having had the privilege of working for many great leaders I’ve observed the following commonalities:

  • Average leaders make decisions and get results.
  • Great leaders do the same—but in a way that brings people along with them.

An average leader explains the “what.” A great leader also explains the “why.”
An average leader gets compliance. A great leader inspires commitment.
An average leader operates with authority. A great leader operates with authenticity.

Few would argue the impact of Abraham Lincoln’s leadership during the Civil War. He made some of the most difficult, divisive decisions in American history. But he led with deep empathy—even toward those who opposed him. Lincoln’s famous quote, “Do I not destroy my enemies when I make them my friends?” reflects his belief in finding common ground in the face of division. That demonstrates incredible empathy capabilities which in turn became the mark of his greatness.

The Leader’s Critical Obligations

Whether you lead a handful of people or thousands, leadership brings obligations—not just to your business, but to your people. Each day I do my best to:

  1. See People, Not Just Roles
    Behind every title is a human being with dreams, fears, and stories. A leader’s job is to understand what makes people tick, and to help them thrive—not just produce.
  2. Create Psychological Safety
    Innovation, honesty, and growth all begin with safety. People must feel safe to speak up, take risks, and be vulnerable without fear of blame or retribution. When teammates act fearlessly and with vulnerability, not afraid to make a mistake, you know you’ve done this well. Fail fast, fail forward.
  3. Champion Common Ground
    When opinions differ—and they will—a leader must become the bridge. Finding shared values and uniting people around a common mission is a leader’s superpower.

Empathy Is Not Weakness—It’s Strength

Empathy doesn’t mean avoiding hard truths. It doesn’t mean being a push-over, or weak. It means being able to deliver difficult decisions with care. It doesn’t mean pleasing everyone. It means respecting everyone—especially when decisions don’t go their way.

We’ve all heard it—people might forget what you said, but they’ll remember how you made them feel, especially when things get tough. I’m definitely not perfect at this, but I try to keep it front of mind every time I make a decision. It’s what I strive for every day—even when I don’t get it perfectly right.