Purpose Gives Us Direction. Foresight Tests the Path.

Most leadership decisions are evaluated against familiar questions: Will it work? How quickly? What will it cost? What problem does it solve?

But two questions may matter even more: Why are we choosing this? And where might this choice eventually take us?

Those questions sit at the intersection of two books I read last year, Start With Why by Simon Sinek and Farsighted by Steven Johnson.

I encountered these books in very different ways. Farsighted came to me through a workplace learning module and immediately challenged how I thought about data-driven decision-making. Data matters, but what does it tell us about the futures our decisions might create? Start With Why kept appearing on recommended reading lists until I finally gave it a listen. I’ve recommended it countless times since. Sinek’s argument is deceptively simple: clarity about why we do something should shape what we choose to do.

Revisiting them together now, I see a connection I missed the first time. Purpose gives us a reason to choose. Foresight forces us to consider what that choice could create. For any of us, a clear purpose can influence:

  • What we prioritize
  • What we say no to
  • Which tradeoffs we’re willing to make
  • How we evaluate competing opportunities

As leaders or organizations, if our purpose only appears in presentations and town halls but disappears when difficult choices have to be made, it isn’t really guiding us. It’s just a slogan on the wall. Think about how often you’ve heard, or said, “concern for people” in the workplace. Does that concern still show up when things get crunchy? When deadlines are missed? When quotas are short? When protecting people comes at a real cost? Values are easiest to claim when they aren’t being tested. Purpose becomes visible in the tradeoffs we’re willing to make.

Purpose becomes meaningful when people can see it reflected in the choices leaders make, particularly when those choices are difficult. Shared clarity about what matters gives teams something more useful than a slogan. It gives them a lens for evaluating priorities, tradeoffs, and opportunities. However, simply knowing why we’re making a decision doesn’t necessarily mean we’re making a good one. Leaders can make decisions that are completely consistent with their intentions and still create consequences they never anticipated.

That’s where Johnson’s work comes in. Farsighted thinking adds something important to the conversation. Purpose asks, “Does this choice reflect what matters to us?” Foresight asks, “What happens next?” Johnson encourages us to look beyond the data and lean into more complex decision-making. We have to consider multiple possible outcomes, not just the desired one. We should also seek perspectives and insight from stakeholders who may experience the impact of our decisions differently. Long-term thinking isn’t about predicting the future correctly. It’s about widening the field of possibilities before committing to a path.

That means asking more than whether a decision solves today’s problem:

  • What happens next?
  • Who experiences the consequences?
  • What might we be missing?
  • And how would this decision scale?

Consider an organization adopting AI because its purpose includes making work simpler for employees and creating better experiences for customers. The decision may align perfectly with its why. But foresight introduces different questions. Which roles change as adoption scales? What behaviors might the technology unintentionally incentivize? What happens to customer trust? What capabilities will employees need two years from now? The purpose hasn’t changed. But widening the field may change how the organization approaches the decision.

The harder question is what happens when the choice that seems most aligned with our purpose creates undesirable long-term consequences. Or when the most strategically advantageous decision requires compromising something we say matters. A decision can feel deeply aligned with our purpose and still produce unintended long-term consequences. Likewise, the strategically optimal long-term choice can drift away from what we claim to value. Strong leadership requires testing decisions against both our values and our long-term goals.

Purpose without foresight can become conviction without consideration. Foresight without purpose can become strategy without a compass. Effective decision-making requires both: enough clarity about what matters to choose a direction, and enough curiosity to challenge our assumptions about where that direction might lead.

Which brings us back to the questions we started with: Why are we doing this? And where could it take us?

Neither question guarantees the right decision. But together, they force us to move beyond what is easiest, fastest, or most immediately rewarding. Perhaps that’s the real work of leadership: making today’s decisions with both a clear sense of what we stand for and a healthy respect for the future we’re helping create.

Book Review: Leveling Up by Ryan Leak

When I heard Ryan Leak speak at a leadership conference in January, one phrase landed hard with me: “fail forward.” That message came to life even more as I read his book Leveling Up. At the time, I was in a relatively new executive role and navigating the uncertainty and stretch that comes with it. Leak’s perspective reframed failure for me, not as a stopping point, but as data I could use to grow.

Since then, I have gone on to read all of his books, but Leveling Up is the one that continues to shape my day-to-day leadership. Leak makes a compelling case that growth does not happen when we wait for perfect conditions. It happens when we are willing to move forward before we feel fully ready. That lesson is especially relevant for leaders, because our teams often need to see us take the first step before they will feel comfortable doing the same.

It can be tempting to see obstacles as proof that we are not cut out for the next step, but Leak encourages us to interpret them differently. If things feel too easy, we are probably not stretching ourselves. For me, that shift in perspective has been powerful. Challenges are not signs of weakness, but signs of progress.Failures and setbacks are not evidence that we should stop, but opportunities to learn and adjust. This idea of failing forward is not just about personal growth, but also about how we lead others. When teams see failure treated as information rather than punishment, they become more willing to innovate, to take risks, and to bring forward new ideas.

One of the things that makes Leveling Up so powerful is how Ryan Leak frames growth around twelve guiding questions. These are not meant to be answered once and filed away, but to be lived with, wrestled with, and returned to often. As I reflected on them, I found they naturally fall into three themes: vision, connection, and rhythm.

When it comes to vision, Leak pushes us to define success on our own terms and to stay aware of how we show up for others. He asks, What is my definition of success? What is it like to be on the other side of me? How can I get better? These questions invite clarity, honesty, and humility. They are qualities every leader needs.

The theme of connection focuses on how we interact with and support others. Questions like What credit can I give away? Whose dream do I need to support? What mistakes can I own? remind me that leadership is not only about personal achievement. It is about lifting others up and creating space for shared wins.

Finally, there is the theme of rhythm, the pace and posture with which we move through life. Leak challenges us with questions like What risk do I need to take? What is the right thing to do? How am I managing my time? Do I have to do it all? Am I enjoying it? Who knows who I really am? These are the questions that hit hardest in the daily grind, because they call us back to balance, authenticity, and joy.

Seeing all twelve questions together makes it clear why Leak calls this book Leveling Up. They are not about chasing perfection. They are about building awareness and courage at every stage of growth. They serve as checkpoints that help us see where we are, where we are headed, and how we want to show up along the way.

  1. What is my definition of success?
  2. What is it like to be on the other side of me?
  3. How can I get better?
  4. What credit can I give away?
  5. What mistakes can I own?
  6. What risk do I need to take?
  7. Whose dream do I need to support?
  8. What is the right thing to do?
  9. How am I managing my time?
  10. Do I have to do it all?
  11. Am I enjoying it?
  12. Who knows who I really am?

Leveling Up is both motivating and practical, blending inspiration with tools that leaders can apply right away. It is a book about courage, mindset, and the small but meaningful choices that move us toward the next version of ourselves. For me, it has been a reminder to stop waiting for the perfect moment and to embrace the process of growth, with all of its challenges and rewards.

As I continue to reflect on Leak’s work, I find myself asking the same question I will pose here: what is the next area of your life or leadership that you are ready to level up?