Kevin WilliamsFive-time CEOTake the Snapshot

One to one with Kevin Williams, five-time CEO

“Our monthly calls are the highest-leverage 90 minutes on my calendar.”

Niall O'Malley

CEO, eTraining

Judgment for the AI era, from someone who has sat in your chair.

Kevin Williams is a five-time CEO who now coaches chief executives through the decisions AI forces at the top. The scope is the whole business: strategy, hiring, pricing, the board, and where the company stands against its competition. He also builds with AI daily, which is what keeps the coaching honest when a conversation turns technical. This is not tool training.

Book a conversationTake the Snapshot

The Snapshot takes five minutes and gives you practices to apply the same week.

Kevin Williams seated outdoors, forearms resting on a raised knee
Kevin Williams. Five-time CEO, four commercial AI products shipped, and the person these founders call first.

The evidence

When the CEO owns AI, the results aren't close.

Organizations that give the chief executive clear accountability for AI report stronger results than organizations that do not, on all three measures KPMG compared.

57%

vs 21% without it

realize meaningful business value from AI

60%

vs 22% without it

are confident in their AI strategy

14%

vs 4% without it

report established ROI from AI

Only 24% of leaders say the CEO is accountable for AI-driven business outcomes. Source: KPMG Global AI Pulse, Q2 2026. Survey of 2,145 C-suite and senior business leaders across 20 countries.


In their words

“He can pressure-test a hiring decision or a pricing model, then walk me through agent architectures in the same conversation without missing a beat. He's talked me out of bad ideas, sharpened good ones, and more than once saved me months by steering me away from unnecessary rabbit holes.”

Niall O'Malley

CEO, eTraining · client for years


Kevin Williams smiling, leaning against a panelled concrete wall with his hands in his pockets

The coach

Who is the coach?

Kevin Williams is a five-time CEO, an executive coach, and the founder of AscendAI. He was coaching chief executives and senior leaders long before AI dominated the agenda, on the parts of the job that have always been hard: strategy, people, pricing, and the calls nobody else can make for you.

What changed is that he now builds with AI every day. He has shipped four commercial products built on large language models and sold a previous company to private equity, so he can stress-test a hiring decision and then go straight into how an agent architecture should be assembled.

Advises the Utah Governor's Office of AI Policy. Co-leads the Workforce Development and Education Special Interest Group of Utah's Responsible AI Community Consortium at the University of Utah, and contributed to its AI Leadership Blueprint. Quoted in The Wall Street Journal, the Financial Times, and Inc.

5×

CEO tenures

1,000+

Leaders trained

1:1

No cohorts, ever


I can't imagine a better executive coach for a moment like this. Kevin sees where the disruption is heading and constantly challenges me to look farther afield. He cuts through the hype and noise — and, even more remarkable, he understands and cares about people. Leading with a balance of vision and compassion is not easy, and Kevin helps me walk that line.

Steven Low

President, KLAS Research

Working with Kevin over the past three years has been transformative at every level, from high-level strategy down to how our business actually runs. He knows our people, our clients, and our real challenges, and consistently asks the right questions to surface solutions that stick. An exceptional coach and a genuine partner in building a better business.

Patrick Claytor

CEO, Big Sky Fulfillment


AI leadership, in practice

What is the next decision on your desk?

Explore practical guides to leading AI in your business, or learn how one-to-one AI coaching with Kevin can help you work through the question.

Explore the AI leadership blog

Start a conversation

How do I start?

Book a conversation with Kevin about the AI decisions on your desk and whether coaching is a fit. Or start with the Snapshot, a private five-minute assessment that gives you AI practices matched to how you run your week.