Put Your Best Players on the Court

Experience becomes more valuable when we keep finding better ways to use it.

In the 4th Quarter of a close game, you want your best players on the court. You want people who have been there before, can read what is happening quickly, and know how to respond when the pressure goes up.

Careers can work the same way.

By the time many of us reach our 50s or 60s, we’ve spent decades accumulating experience. Some of it came from success. A lot of it came from difficult decisions, missed opportunities, changing markets, and situations where there was no obvious answer.

Over time, those experiences can become judgment. We recognize patterns earlier. We get better at knowing which problems deserve attention and which ones are mostly noise.

There’s a catch, though.
Experience only stays useful if we keep updating it.

I’m reminded of that all the time because I spend a lot of time around younger founders, technical teams, and people working in industries that are changing quickly. My experience helps me see things they may not see yet. They also see things I don’t.

That exchange is useful because it keeps experience from hardening into certainty.

The role can change

For a long time, career progression usually meant moving up. Earning more responsibility, a bigger team, a more senior title. Eventually, many people reach a point where continuing to climb doesn’t feel especially appealing, but walking away doesn’t either.

That creates a more interesting question:

“Where can all that accumulated experience be most useful now?”

In my own case, the answer looks different than it did 15 years ago.

Today, I do a mix of fractional leadership, advisory work, mentoring, and building my own things. I’m still working on hard problems with ambitious people, but I’m using my experience differently.

That kind of change may become more common.

Someone who spent years leading a large team may eventually create more value helping younger leaders make better decisions. An experienced operator may be most useful solving difficult problems without needing to manage every detail of the business. Someone with deep industry knowledge may see an opportunity worth building around for the first time in their career.

The role can evolve while the contribution stays meaningful.

Put the experience to work

Years of experience don’t automatically guarantee relevance. Technology changes. Customers behave differently. New business models appear. If we stop learning, what worked for us 10 or 20 years ago can become a liability surprisingly quickly.

That’s why curiosity becomes so important in the 4th Quarter.

The people who stay valuable are usually still willing to admit when they don’t know something. They listen to people with less experience when those people understand something better. They stay close enough to change that their judgment keeps getting sharper instead of older.

That brings us back to the sports metaphor.

If you’re in your fourth quarter, there’s a good chance you’ve spent a long time becoming more capable. The question is whether you’re still playing the role where that capability can have the most impact.

Sometimes the answer is yes. Sometimes the role needs to change.

Either way, we should be much more deliberate about where all that experience gets used.

There’s still a lot of game left. Our best players should be on the court.

Next
Next

Why Do I Still Feel the Pull to Build Something From Scratch?