The Limits of Planning

July 27, 2015

Like many Michiganders, I took a summer vacation. And as I always do, I planned the trip thoroughly ... from flights to sights to accommodations to restaurants, but still leaving a few details to spontaneity and serendipity.

This summer's trip was to Newfoundland, where winter was very grudgingly giving up its grip. Everything about summer was slow in coming, and the thousands-of-years-in-the-making icebergs that had drifted down from Greenland were several weeks later than usual to disappear off Newfoundland's coast.

It was a trip that once again reminded me of the limits of planning.

Understand, I am an ardent advocate of planning. First, I am my mother's son who would often say that "Happiness is having a plan." Second, I'm so obsessed with planning that I committed to writing two decades ago what should happen when I die, which actuarial tables inform me should be even longer than two decades in the future. 

But once again, all my planning for this vacation failed to provide its best moments. The best accommodation was the one I did not book in advance; the best restaurant was the one I had not heard of before we departed from Michigan; the best iceberg adventure was the one we had on our own after taking a wrong turn, not the commercial tours we took in groups. 

Planning is a necessary part of leadership and it is essential for the success of any enterprise. But so is staying open to hunches, going with your gut and learning from mistakes. This often makes for the most memorable vacations as well as the most meaningful vocations.

“How” Matters More

March 4, 2014

“It’s not whether you win or lose; it’s how you play the game.” We’ve all heard that bromide, especially when we were just starting out as young athletes.

Well, it does matter who wins. Any time a score is kept, the result of the competition matters to people. And there is very much that is very good about trying to win – giving one’s best effort to prepare for and execute a victory. Trying to win is much better than not trying to win. Sloppy effort does not benefit the participants, or anybody else for that matter.

And this unveils the deeper truth of that tiresome platitude: how you play the game is more important than who wins the game.

One of many events that proves this point to me is a football game played late in the season nearly two decades ago. A team from the east side of our state played against a team from the west side. I don’t remember the final score. I don’t remember which team won the game. But I do remember that there was an ugly incident at the end of the game. 

How that game was played in its closing moments has stayed with me for longer than who was victorious.