Will’s experience includes serving as Chief People Officer of Banana Republic International, Visa Europe (where he helped lead the second-largest technology merger in history, growing Visa’s market capitalization from $180B to $460B in just four years), the public marketplace company Poshmark, and two late-stage fintech startups during periods of rapid growth and change. He has also advised multiple startup companies in the HR and workplace space, helping refine product direction while driving organizational transformation that enables people and performance to thrive together.
Eight months ago, Will chose to pause this trajectory to travel through Southeast Asia and Australia, reflect deeply, and delve into the frontier of artificial intelligence.
He immersed himself in communities that value connection and took the time to rebuild himself physically, mentally, and spiritually. Along the way, he earned MIT’s certification in AI & Strategy, explored the insights of futurists like Peter Diamandis, Ray Kurzweil, and Nick Bostrom, and began writing his forthcoming book, Culture: The Asses and The Alchemists.
During these months of stepping back, Will realized we are living through one of the greatest leadership and organizational turning points in modern history.
As we head toward superintelligence, likely within the next 2–3 years, every organization, every leader, and every career will be reshaped. AI will not only predict the future but, as physicist Alexander Wissner-Gross has observed, it will also retrodict the past—reconstructing history with uncanny precision. It will solve problems in math, science, medicine, physics, and biology—and extend into economics, climate, law, creativity, governance, and every domain where complexity exceeds human cognition.
But while technology accelerates, humanity risks falling behind. People are more isolated, leaders are unprepared, and organizations are not designed for the speed of change. The greatest challenge of our time is not technical—it is human.
That is why Will believes success in this era requires two interconnected playbooks: one for organizations, and one for leaders.
