The Day the Whiteboard Died: Why I Stopped Chasing Processes and Started Coaching What Matters
- Leslie Szymborski

- Sep 15
- 3 min read
I'll never forget the feeling of walking into an office and seeing a whiteboard—once vibrant with ideas, sprint plans, and team celebrations—wiped completely clean. The silence was deafening. The team was gone. Just weeks before, they had successfully delivered a massive project. They'd hit every deadline, met every metric. On paper, they were a model of efficiency. In reality, they were victims of a hollow victory. The project, for all its perfect execution, failed to create any meaningful value for the business, and the organization "restructured" them out of a job.
For nearly 25 years, this was the ghost I saw haunting the hallways of corporate America. As a leader in organizational transformation, I had a front-row seat to this paradox. I led the charges, implemented the new, shiny frameworks, and watched teams pour their hearts and minds into their work. We celebrated successful rollouts and "green" dashboards, yet time and again, I saw the same tragic story: no real impact. The business didn't grow, the customers weren't happier, and the needle didn't move.
This wasn't just a strategic failure; it was a human one. It was a profound betrayal of the trust people place in their leaders and their work. To ask someone for their time, their talent, and their passion, only to have it amount to nothing, is a terrible waste. Seeing the fallout—the anxiety, the lost jobs, the extinguished morale—ignited a fire in me. I grew obsessed with a single question: Why does this keep happening? The answer wasn't in a better process or a more rigid framework. The answer was in the "why".
The epiphany came when I realized the most successful, resilient, and truly agile organizations weren't just aligned on what they were doing, but why they were doing it. They were connected to the original spark of the business—that core purpose that gets people out of bed in the morning. The teams I saw being dismantled were often brilliant, but they were disconnected from that purpose. They were executing tasks, not fulfilling a mission. I knew then that my own mission had to change. I could no longer, in good conscience, just implement another process. My passion for service demanded more. It demanded that I help organizations and, more importantly, the people within them, connect their daily work to a larger vision. It was about making sure no one's hard work was ever in vain again.
That is why I founded Coach What Matters. This isn't just a company to me; it's a cause. It's the culmination of every hard lesson learned in the trenches. We set out on a mission to stop the cycle of meaningless work. We developed coaching methods and maturity models that put purpose at the center of everything. We shifted the conversation from "Are we doing this Agile thing right?" to "Are we doing the right things that deliver real, measurable value?". My journey has been a testament to this philosophy. I've had the honor of sharing these insights on stages like the Leadership Summit and leading workshops for executives, not just on the mechanics of SAFe or OKRs, but on the soul of them—how to use them as tools to build bridges between the boardroom vision and the team's keyboard.
Now, I feel an urgent need to take this mission further. The world is changing too fast, and the pressure on teams and their leaders—the scrum masters, project managers, and coaches—is more intense than ever. You are the ones on the ground, fighting to protect your teams and deliver value in the face of ambiguity. You shouldn't have to do it alone. That is the fire behind CWM & Me, our new coaching-as-a-service platform. This is my way of bottling up 25 years of experience and giving it directly to you. CWM & Me is more than a platform; it's a digital mentor, a community, and a career co-pilot. It's the resource I desperately wish I had a way to help you not only guide your teams to success but to prove your immense value and build a career that is both profoundly impactful and secure.
My story began with the pain of seeing talent wasted and passion extinguished. Today, it's about a relentless drive to ensure that every team, every leader, and every individual can connect their work to what truly matters and share in the success that follows. Let's build a future where no whiteboard ever has to die that way again.
Cesar Flores
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