The most strategic advantage you have right now is your willingness to be wrong. This is the new paradox of leadership. We’ve all been trained to believe that the right decision requires perfect information, yet volatility has stripped that certainty away. Markets shift overnight, teams restructure faster than the org chart, and data seems to contradict itself weekly. The leaders who win aren’t the ones chasing certainty. They are the ones who have mastered the art of deciding in the dark.
Every executive team I coach works hard to align on strategy. They debate priorities, refine ROCKS (quarterly priorities), and finally walk out of the room confident they’ve nailed it.
Yet a few months in, progress feels uneven. Teams are stuck in old habits. Projects stall. Strategy looks great on paper, but it isn’t fully alive in day-to-day work.
When growth slows, most leaders look outside for answers—market conditions, competition, talent shortages. But in my coaching work with executive teams, I see a different pattern. More often than not, the bottleneck isn’t out there. It’s in the leadership team itself.
In our always-on world, disconnection feels counter-intuitive. Leaders often believe constant presence equals constant impact. We're wired to think "always on" means "always productive." But what if this mindset is actually holding you and your leadership team back?
The truth is, genuine disconnection is a strategic necessity. It's the deliberate act that unlocks clarity, fuels innovation, and builds a more autonomous, resilient team.
Recently, I had a profound conversation with Brian Wish on his podcast, the "One Away Show". We explored the power of a single pivotal moment that can completely alter the trajectory of your life. At the heart of my story is the decision to step away from a long-standing and high-profile CEO role that had become central to my identity. This is deeply relevant to any leader who must find the courage and clarity to make a choice which could transform the entire course of their company or career.
The most strategic advantage you have right now is your willingness to be wrong. This is the new paradox of leadership. We’ve all been trained to believe that the right decision requires perfect information, yet volatility has stripped that certainty away. Markets shift overnight, teams restructure faster than the org chart, and data seems to contradict itself weekly. The leaders who win aren’t the ones chasing certainty. They are the ones who have mastered the art of deciding in the dark.
Every executive team I coach works hard to align on strategy. They debate priorities, refine ROCKS (quarterly priorities), and finally walk out of the room confident they’ve nailed it.
Yet a few months in, progress feels uneven. Teams are stuck in old habits. Projects stall. Strategy looks great on paper, but it isn’t fully alive in day-to-day work.
In our always-on world, disconnection feels counter-intuitive. Leaders often believe constant presence equals constant impact. We're wired to think "always on" means "always productive." But what if this mindset is actually holding you and your leadership team back?
The truth is, genuine disconnection is a strategic necessity. It's the deliberate act that unlocks clarity, fuels innovation, and builds a more autonomous, resilient team.
Recently, I had a profound conversation with Brian Wish on his podcast, the "One Away Show". We explored the power of a single pivotal moment that can completely alter the trajectory of your life. At the heart of my story is the decision to step away from a long-standing and high-profile CEO role that had become central to my identity. This is deeply relevant to any leader who must find the courage and clarity to make a choice which could transform the entire course of their company or career.
I'm constantly seeking insights into what propels organizations to achieve the seemingly impossible. I had the distinct privilege of exploring the inner workings of one such company: SpaceX, guided by the remarkable wisdom of its President and COO, Gwynne Shotwell. The leadership insights from my hour-long interview on the YPO Live platform offers a powerful blueprint for the relentless pursuit of ambitious goals in a high-velocity environment.
