How to Scale Executive Coaching Across an Entire Organization | Billy Hoogterp | 742

Leveraging Thought Leadership · Oct 1, 2026 · 19m

Ask professionals at the world's biggest companies whether they have a plan for their own learning and growth, and Bill Hoogterp says the answer is almost never yes. He built LifeHikes around that gap, and in this episode he shows how a happy accident turned into a scalable model.

Bill's career reads like a series of rivers rather than a roadmap: a decade of living cashless and keyless, nonprofits that mobilized over a million student volunteers, an internet company that grew into Raptive, and, 12 years ago, a pivot into training and coaching. Peter presses him for the through line, and the…