Vetted Faculty · Retreats & Masterminds

AI Executive Retreat: Multi-Day Immersive

There is a category of thinking executives cannot do at their desks: the kind that requires consecutive uninterrupted days, which the calendar never grants voluntarily. AI strategy sits squarely in that category, big enough to reshape the business, moving too fast for committee pace, and impossible to think through in the gaps between meetings. Leaders keep waiting for the time to appear; the retreat exists because it never does.

What happens over the retreat?

A designed arc across multiple days: faculty-led sessions that build a rigorous current picture of AI capability and trajectory; hands-on blocks where leaders use the tools themselves, because calibrated judgment requires contact; peer strategy sessions where participants work each other's real situations under Chatham House candour; and structured planning that converts the immersion into a written agenda for your organization. Evenings are engineered for the conversations that end up mattering most.

Who is in the room?

Senior executives and owners, admitted by application to keep the peer level worth the trip, and the founding faculty: Jim Harris on disruption and strategy, Scott Wilson on implementation reality, with faculty composition varying by retreat theme.

What do you leave with?

A calibrated, personally-tested understanding of AI capability; a prioritized strategic agenda for your organization; a peer network that persists, many cohorts continue into the ongoing mastermind; and the rarest deliverable: several days of thinking your calendar would never have permitted.

When and where?

Upcoming retreat dates and venues are posted on the events calendar; organizations wanting this format privately for their own leadership team should see corporate retreat packages.

How do you attend?

Apply here; investment details accompany the application materials, and past-participant perspectives live in testimonials.

Frequently asked questions

How technical is the content?

Executive-technical: hands-on enough to build real judgment, never dependent on a technical background.

Is my industry a fit?

Cohorts are deliberately cross-industry; the strategy patterns transfer, and the outside-industry lens is half the peer value.

Can I send a delegate?

No; the format works because decision-makers are in the room. Delegates belong in the workshop programs.