Teaching Your Team to Play Chess

Playing chess game. defeating the Queen.I have written before about the importance of knowing how to play chess — mastering the art of placing organizational “chess pieces” in pivotal positions in preparation for future impact. In today’s ever more complex world (yes, it really does feel like you are now playing against three different opponents at once), it is not enough to have a single leader master this long-term game of skill and strategy. Now more than ever, you need to teach other organizational leaders to play chess as well.

According to a recent article in strategy+business, in a study of 6,000 senior leaders only 8% of those individuals rated as strategic leaders. Eight percent! Yes, that would appear to mean the odds are stacked against having more than one strategic leader in a single organization. However, all hope is not lost! There are steps you can take to build a strategic culture within your organization. Think of it as chess lessons. Not everyone will enjoy it or become an expert, but at least they will understand the rules of the game.

Lesson #1: Everyone needs to know the end goal. When you are transparent about where you are going, your people can do a better job of helping you get there. In the military, the concept is known as “commanders intent.” It came about because in combat (or in today’s challenging environment) things rarely go exactly according to plan. If squad leaders don’t know the ultimate goal, they might make a decision that makes perfect sense given their limited information, but could ultimately undermine the larger intent. Let your people help you be successful by making sure they are clear on the end goal.

Lesson #2: Encourage new solutions. As a general statement, those closest to the “front line” can often see solutions that may not be considered by those with a different vantage point. Is such input encouraged, or is it squashed by those with more experience or expertise? Discounting input because of who is offering it closes the door on a potential strategic advantage under the mistaken assumption that those who have done something longer can see it more clearly. Fresh eyes can observe a lot of things that those who see something every day overlook.

Lesson #3: “Failure” needs to be seen as part of the process. No one wins at chess without losing a few pieces along the way, and your team will never try to play the game if they get penalized for what, in effect, is part of the process. Make it safe to try something, tweak it as needed, and try again. The only way that is a failure is if you stop the first time something doesn’t work as planned. Make adjustments an expected part of the process and you will foster creative problem solving among your team.

Teaching chess takes time, but the fundamental steps above are a good place to start.

Leading with a Full Head of Hair

Have you ever had one of those weeks (or months) that made you want to pull your hair out? You know, those times when the aggravation of wrestling with a critical issue weighs you down like a wet blanket . . . when you think you’re doing all the right things and yet the solution remains just beyond your grasp. Yep, me too. It’s one of the shadow sides of leadership that rarely gets discussed, but — and here’s the good part — I think is actually an indication of a strong leader rather than an inept one.

For those of you wondering what exactly would lead me to make such a claim, let me offer a few examples.

  • The best leaders not only cast a clear vision, they are also committed to helping their people get there. Aligning a diverse mix of people to move collectively toward a common goal can at times feel a bit like herding cats. It’s never as quick or easy as it looks on paper. You might have to repeat the same thing fourteen times. You respond to what people heard, which is could be quite different from what you said. People may, consciously or not, behave in ways that undermine your efforts. And so you ask, you listen, you respond, you take a deep breath and repeat. The fact that there will be days your hair is at risk does not change the long-term positive impact of taking this approach.
  • The best leaders value diverse perspectives, and are open to looking at challenges from multiple angles. Vigorous, respectful discussion is often critical to arriving at the best decision. If a leader feels strongly about a direction/solution/project, it can be difficult to hear skepticism, or outright opposition, to that path (enter urge for hair-pulling). The willingness to hear such concerns, however, almost always results in greater buy-in from the team, and better results for the organization.
  • The best leaders understand the need to balance urgency and patience. Sometimes you have to go slow to go fast. Spending more time on the front end will often allow you to move more quickly on the back end. Understanding and respecting this concept, however, does not mean there won’t still be days where the scale tilts toward urgency and the leader finds her hand drifting toward her scalp.

No one ever said that leadership would be easy. And somehow, knowing that frustration is part of the process — rather than some failure or character flaw on the part of the leader — makes it easier to move through the tough parts to get to the solution on the other side, full head of hair still intact.