Lessons from Baseball and Golf

6–9 minutes

If you follow baseball, you know about the Dog Days of August.

By August, the season has been going on for months. The excitement of Opening Day is long gone. Players are tired. Injuries have piled up. The standings start to matter more with every game.

The teams that survive August are usually the ones built for the long season.

Baseball teaches an important lesson. You cannot win a pennant in April, and you rarely lose one in June.

But you can put yourself in position to win by doing the small things right every day.

Winning the Season

A baseball season is 162 games.

No team wins them all. Even the best teams go through cold streaks. Good teams lose games they should have won and occasionally win games they probably should not have.

Even the best hitters fail most of the time. A player hitting .300 is considered excellent, which means he still fails seven out of ten times. If accountants were judged that way, most of us would be updating our résumés.

But good teams understand something important.

You do not win the season all at once.

You win it one game at a time.

Each game stands on its own. Pitch well today. Play good defense today. Take good at-bats today.

Over time, those games add up.

If you win most series and avoid long losing streaks, the standings usually take care of themselves.

Business works the same way.

You cannot manage an entire career or business all at once. But you can focus on today. Serve your clients well today. Do the fundamentals right today.

Every day, every week, every month stands on its own. But if you consistently do the right things, those small wins start adding up.

Before long, what looked like ordinary days begin to look like a very good season.

Seeing the Whole Field

The casual fan watches the ball.

The great players see the whole field.

They know the count. They know where the fielders are positioned. They understand the situation. They anticipate what the pitcher is trying to do.

A hitter who understands the situation may shorten his swing, move a runner, or simply take a pitch.

Not every moment is about hitting a home run.

Sometimes the smartest play is the one that helps the team win the long game.

Business leaders face the same challenge.

It is easy to focus only on the moment in front of you. A single client issue. A bad week. A decision that feels urgent.

But leaders who succeed learn to step back and see the bigger picture.

They understand the people involved, the timing, the risks, and the long-term consequences.

They see the whole field.

The Game Evolves

Baseball has changed a lot over the years.

For decades the game relied heavily on instinct. Managers trusted their experience and scouts trusted what they saw on the field.

Then came the era many people now refer to as Moneyball. Teams began using analytics to challenge traditional thinking. The numbers started revealing patterns that were easy to miss.

Today the game has moved even further. Teams use advanced data and analytics to evaluate players, manage pitchers, and position defenses.

But something interesting happened along the way.

The best organizations learned that analytics did not replace experience.

They combined the two.

The numbers show you patterns.

Experience tells you what those patterns actually mean.

Business is moving in the same direction.

Even in my own firm we rely on analytics in our daily operations to better understand how we run the business and how we serve our clients.

The numbers tell us a lot.

But numbers alone do not make decisions.

Seeing the whole field means using both information and experience.

Lessons from Golf

Golf teaches a different but equally important lesson.

Patience and discipline.

Amateur golfers often chase birdies. They attack every pin and attempt shots they have no business trying.

Experienced golfers know better.

They play the percentages. They aim for the center of the green. They manage the course and avoid the big mistake.

Most rounds are not ruined by a bad shot.

They are ruined by the bad decision that comes after the bad shot.

Anyone who has played enough golf knows exactly what that looks like.

You hit one bad shot into the trees. Instead of pitching back into the fairway like a sensible person, you decide to attempt a miracle shot through three branches, over a bunker, and around a tree.

Now you are hitting your fourth shot.

Business leaders face the same temptation.

A setback occurs and suddenly the instinct is to force something to fix it. A rushed decision. A shortcut. A risky move.

Those decisions often create bigger problems than the original mistake.

The best leaders step back, reassess the situation, and play the next shot wisely.

Playing the Long Game

One of the things baseball and golf both teach is patience.

You cannot judge a season by a single game.

You cannot judge a round by a single hole.

Both games are played one pitch or one swing at a time.

Business works the same way.

You have to play the long game.

And playing the long game requires something many people overlook.

You need a plan.

And writing that plan down matters.

From the day I decided to go into public accounting, I had a plan. And I wrote it down.

I was reminded of that during the CPA exam.

At one point I had passed three parts and had only one left. My plan was to take the final part right after tax season and attend a cram course during tax season to prepare.

That meant one thing.

I would not be working one night a week during the busiest time of the year.

One of the partners called me into his office and told me he did not think I should take the course. He thought I should be working instead.

I thought about it for a moment and gave him a simple answer.

I told him I wanted to be a CPA. I could take the course, take the exam, and possibly pass and become a CPA.

Or I could not take the course, not take the exam, and guarantee that I would not become a CPA.

Then I added something that probably did not go over particularly well.

I said I would rather be a CPA without a job than a non-CPA with a job.

So I took the course.

I took the exam.

And I passed.

That moment reinforced something I had already learned.

If you want to win the long game, you have to stick to the plan even when short-term pressure tries to knock you off course.

Stay the Course

Of course, long seasons come with rough stretches.

Every baseball team hits a slump. Even great hitters go through periods where nothing seems to fall in.

Golfers know the same feeling. One bad hole turns into two and suddenly the round feels like it is slipping away.

Business is no different.

There are weeks when nothing seems to go right.

When those weeks show up, I tend to handle them head on. I drive into the office with AC/DC’s Highway to Hell playing every day and keep playing it every morning until things start getting better.

Sometimes you just have to tackle the slump the same way a good ballplayer does.

One pitch at a time.

One swing at a time.

Execute the fundamentals and keep moving forward.

More often than not, things turn around.

The Leadership Lesson

Over the years I have learned that leadership is often about perspective.

You cannot react to every pitch.

You cannot chase every pin.

And you cannot judge a season by a single game.

Great baseball teams win series.

Good golfers manage the course.

And successful leaders understand that careers, businesses, and organizations are built the same way.

One pitch at a time.

One swing at a time.

One good decision at a time.

Do that long enough and something interesting happens.

You are no longer just reacting to the play.

You are seeing the whole field.

— Ren Cicalese

Managing Shareholder, Alloy Silverstein
Seeing the Whole Field: Reflections on Business, Judgment, and Leadership