Mike Sullivan, Co-Founder & Chief Growth Officer at OneDigital and Vinay Gidwaney, Chief Product Officer also at OneDigital joins Enterprise Radio. They are co-authors of the new book “Workforce intelligence: The People-First Playbook for Leading Your Company Through AI Transformation”.
This episode of Enterprise Radio is in association with the Author Channel.
Listen to host Eric Dye & guests Mike Sullivan & Vinay Gidwaney discuss the following:
- Mike, you open the book by saying AI scares you. How does a CEO leading a $1.5 billion company turn that fear into a strategy rather than a liability?
- Vinay, most AI books argue that technology teams should lead digital transformation. You argue the opposite — that it belongs to HR. Make the case.
- You refer to AI at OneDigital as coworkers, and go on to give them names — Dex, Amy, and others. Why does that framing matter, and what does it actually change about how people show up to work alongside them?
- What is “the humanity test” — and what does your answer to it reveal about the kind of company you’re building?
- You describe a ‘blended workforce’ of humans and AI. What does managing that look like in practice — day to day?
Michael Sullivan is the co-founder of OneDigital, an insurance advisory and financial services firm he has built over 26 years into a $1.5 billion business with 6,000 colleagues, 100,000 employer clients, and more than 10 million Americans and Canadians depending on the quality of its advice.
A history major with no coding background, Michael became the unlikeliest of advocates for AI transformation — spending an all-nighter building a working software tool that changed the direction of his company. He has led OneDigital through four existential crises: the dot-com collapse, the Affordable Care Act, a global pandemic, and now the AI revolution.
Mike’s voice carries the narrative chapters of the book — the honest account of a business leader who was scared, got moving, and chose to share the playbook.
Vinay Gidwaney joined OneDigital as Chief Product Officer after three decades building software companies. His background includes helping run the mass COVID-19 vaccination sites at Fenway Park and Gillette Stadium — logistics operations moving 10,000 people per day under real-world pressure.
His gift, as OneDigital’s CEO describes it, is his clarity about what actually drives successful transformation: not the technology itself, but how people evolve alongside it. That insight is the operating system behind the Workforce Intelligence framework.
Vinay takes over the methodology chapters, providing the quantitative framework, the WI Score formula, the Coworker deployment methodology, and the operational tools that make the book actionable on Monday morning.
Website: https://www.onedigital.com/en-US/workforce-intelligence
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