Advisors who have led organizations. Not just studied them.

Jon DeWitt has spent decades focused on a single conviction: that leadership is the most powerful lever any organization can pull — and that it must be developed intentionally, starting at the earliest management levels. As a pioneering leadership advisor, Jon has helped organizations through growth, transformation, and adversity. The through-line of his career has been leadership development — coaching leaders at every stage, from first-time managers to senior executives, and helping organizations build the leadership cultures that create sustainable competitive advantage. He founded Jon S DeWitt & Associates to make that work available to more leaders and more organizations — bringing the kind of practical, experienced-based development that transforms not just individual leaders, but the teams and organizations they lead.

Stephen DeWitt has built his career at the intersection of leadership and velocity — founding companies, scaling teams, and running some of the largest P&L roles in the technology industry. His experience spans the full arc of the tech landscape: from founding roles at revolutionary startups where everything had to be built from scratch, to senior executive positions at industry market makers where the decisions were consequential and the margin for error was small. In each context, the constant has been his ability to build historically high-performing teams — leaders and organizations that excel precisely when it matters most. Stephen's conviction is that greatness is by design, not by accident. In an industry defined by speed, disruption, and critical inflection points, the teams that win are those whose leaders are developed intentionally — with the clarity, accountability, and decision-making discipline to perform at their best when the stakes are highest. He brings that perspective directly to his advisory work: helping executives and leadership teams build the operating rigor and leadership depth to compete — and win — in fast-moving, high-consequence environments.