Back to Blog

Speaking Up as Radical Self-Inquiry

In a world aching with dissonance, it’s easier—safer, even—to stay silent. But if we are to lead with integrity, then silence is a luxury we can no longer afford.

A friend once said to me, “You can’t not say anything.” It’s a phrase that has echoed through my thoughts ever since. And the more I sit with it, the more I see it not only as a call to leadership—but as an invitation to radical self-inquiry.

Radical self-inquiry is not self-absorption. It’s not navel-gazing. It’s the deep, often difficult practice of turning inward and asking: What’s really going on with me? What am I feeling? What am I avoiding? What truth am I withholding? And perhaps most importantly: What is the cost of my silence?

This work is foundational for all of us. But it’s especially necessary for those with power—leaders, managers, board chairs, founders. Because when we don’t engage in self-inquiry, we unconsciously project our unresolved fears and shame onto the systems and people around us. When we refuse to reckon with what’s true inside us, we end up distorting what’s happening outside.

One of the simplest but most powerful tools we use at Reboot is the red-yellow-green check-in. It invites us to begin meetings by naming how we’re doing—green if we’re grounded and good; yellow if we’re here but agitated or uncertain; red if we’re not okay, emotionally or physically. But what makes the check-in truly valuable is not just the color—it’s the “why” behind it. The invitation to locate yourself in your body, your emotions, your truth.

It’s not a score. It’s not a performance. Its presence.

And when leaders go first—when they honestly say, “I’m yellow today, because I didn’t sleep last night,” or “I’m red, because there’s grief in my household”—they model something transformative: that it’s okay to be human. That being human is not a weakness, but the foundation of trust and collaboration.

The truth is, leadership today demands this kind of honesty. It demands a rejection of performative neutrality. In rooms thick with tension, whether due to political unrest, organizational pain, or social division, people feel the unsaid. And they look to leaders to name what’s true.

In those moments, saying something isn’t about eloquence. It’s about courage. It’s about love.

Redemptive leadership, as I’ve been exploring it, is about making those small, honest choices again and again. To speak when it would be easier to stay silent. To name what aches. To give shape to the unsaid so that others may feel seen, not alone.

So the next time the room grows quiet, and your body tenses, and your soul whispers, “Should I say something?”—listen closely.

That’s the voice of your true self, asking to be heard.

Say something. Not to be loud. But to be real.

Because in that moment, speaking up is radical self-inquiry.

And radical self-inquiry—done with compassion, with courage, and with care—is the beginning of change.

RELATED ARTICLES

Where Your Loyalties Lie “Development involves giving up a smaller story in order to wake up to a larger story.” – Jean Houston “You’re at midlife,” my therapist remarked. I was a little shocked.…
Who Are You? When life washes away our careful planning and plotting and who we thought we were, we’re left with something more powerful than whatever hermit-crab-like ego-housing we’d donned and decorated. That soft core of who we are holds our hearts.
Bodyfulness In leadership and in life, the body is a source of knowing and action. Failing to include the body in our experience of leadership and of being a leader, makes for disembodied leadership.

MORE WAYS TO STAY IN TOUCH WITH TEAM REBOOT

Podcast

The Reboot Podcast with Jerry Colonna, Team Reboot, and Startup Leaders

Check out the episodes

Medium

Follow our Medium publication for reflections on leadership and resiliency.

Subscribe to Medium