In today’s fast-changing world, adaptability is more important than ever. As leaders, professionals, and human beings, we are constantly faced with new challenges, shifting circumstances, and complex decisions. The way we think about these challenges—our ability to think flexibly—can determine our success.

But what does it actually mean to think flexibly? How does it impact our leadership, problem-solving, and decision-making? In this post, I’ll explore the power of flexible thinking and how shifting from either/or thinking to both/and thinking can help us navigate uncertainty with greater confidence.

The Trap of Either/Or Thinking

When faced with a problem or decision, our natural inclination is often to categorize things in black and white—right or wrong, good or bad, success or failure. This is what I call either/or thinking. It’s easy because it simplifies the world. But the problem is, most of life doesn’t fit into such clear-cut categories.

Think about a game like chess or checkers—there’s a winner and a loser. It’s a zero-sum situation where one side gains and the other loses. While that kind of thinking might work in a structured game, real life and leadership are far more complex.

Embracing Both/And Thinking

Instead of looking at decisions as binary choices, we need to embrace both/and thinking. This means considering multiple possibilities, recognizing nuances, and acknowledging that different approaches can coexist.

Here’s why both/and thinking is so valuable:

  1. It Provides More Options – When we avoid limiting ourselves to only two choices, we open up creative solutions. Instead of thinking, “Should we go this way or that way?” we ask, “How can we integrate the best of both approaches?”
  2. It Acknowledges Context – In leadership, the best answer isn’t always the same in every situation. By thinking flexibly, we consider the broader circumstances before making a decision. What worked before may not work now, and what seems like the right choice might depend on external factors.
  3. It Recognizes Complexity – The world is not a simple place, and neither are the challenges we face. Flexible thinking allows us to navigate complexity rather than trying to force everything into rigid categories.

Flexible Thinking in Leadership

As leaders, our ability to think flexibly can make the difference between frustration and success. We live in an ever-evolving world where uncertainty is the norm. The leaders who thrive are the ones who adapt, adjust, and remain open to new perspectives.

The best part? Flexible thinking is a skill that can be developed. It starts with awareness—recognizing when we are falling into the either/or mindset—and consciously shifting to both/and thinking.

Thinking flexibly isn’t always easy, and it doesn’t come naturally for most of us. But when we practice it consistently, it leads to far better outcomes—both in leadership and in life.

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Kevin Eikenberry is a recognized world expert on leadership development and learning and is the Chief Potential Officer of The Kevin Eikenberry Group. He has spent over 30 years helping organizations across North America, and leaders from around the world, on leadership, learning, teams and teamwork, communication and more.

Twice he has been named by Inc.com as one of the Top 100 Leadership and Management Experts in the World and 100 Great Leadership Speakers for Your Next Conference. The American Management Association named him a “Leaders to Watch” and he has been twice named as one of the World's Top 30 Leadership Professionals by Global Gurus. Top Sales World has named him a Top Sales & Marketing Influencer several times, and his blog has been named on many “best of” lists. LeadersHum has named him one of the 200 Biggest Voices in Leadership in 2023.

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