Executive AI Leadership Intensive

Move from authorized AI to aligned AI.

A founder-facilitated working session for the executive teams of 200–1,500 person organizations who have already said yes to AI — but haven't yet made the hard decisions together.

We turn C-suite agreement into a signed charter, a 90-day plan, and a consistent cascade to every manager in the building.

The problem.

Your organization has already authorized AI. Tools have been purchased. Pilots are running. The board has been told this is a strategic priority. And yet — adoption is uneven, managers are improvising, and the leadership team has not actually sat down together and decided what AI is for in this organization.

It shows up in predictable ways:

  • IT assumes the business owns adoption.
  • HR assumes IT owns the rollout.
  • The CEO assumes operations owns execution.
  • Operations watches adoption stall because nobody has decided anything together.
  • Managers downstream get no consistent cascade and improvise — badly.
  • The board starts asking uncomfortable questions about ROI.

This is not an information problem. Your leaders already know AI matters. What's missing is executive alignment — and a concrete deliverable they can sign.

The Intensive.

Starting at $12,500

Format

1–2 days, in-person at your offices, off-site, or virtual equivalent

Participants

5–10 executives (CEO + direct reports, ideally including CIO/CAIO/CTO/CHRO/COO)

Facilitation

Founder-led, hands-on. We do not lecture. We facilitate decisions and document them.

Pre-work

Executive readiness review — we study your AI investments, board commitments, and organizational context before we arrive.

Deliverables

Charter and action plan delivered within 72 hours of close.

This is not a facilitated day

The Intensive is a defined program: executive pre-work and a readiness review, one to two days of facilitation, and five signed deliverables — a charter, a scorecard, a 90-day action plan, a manager cascade brief, and a forward-looking position statement. You are buying a documented outcome your executives have signed, not a day in a room.

If what you need is a designed and facilitated working session on operations, strategy, priorities, or team alignment, that is a different engagement and it is priced accordingly. See Strategic Offsites & Facilitation.

Outcomes you can expect.

  • A shared language for AI transformation across the C-suite — grounded in Intent, Design, Enablement, Adoption, and Alignment — but in their own terms
  • A diagnostic instinct for identifying which layer is weak when problems surface downstream
  • Reduced political friction because decision rights are explicit, on paper, and signed
  • Renewed momentum with a clear, committed next 90 days
  • A credible narrative leaders can take to the board, to managers, and to employees about why and how

Five signed deliverables.

01

Signed Executive AI Charter

1–2 pages covering purpose, principles, ownership map, risk posture, and 12-month success definition. The leadership team's commitment in writing.

02

Executive AI Scorecard

An exec-level assessment across Intent, Design, Enablement, Adoption, and Alignment — with priority gaps identified and owned.

03

90-Day Executive Action Plan

Specific actions, named owners, dates, dependencies, and success criteria.

04

Manager Cascade Brief

What each executive will communicate to their managers within 14 days — consistent across the C-suite, delivered in each leader's own voice.

05

Forward-Looking Position Statement

Where the team has decided to be positioned for the 18–36 month AI horizon — agentic AI, workforce restructuring, capability shifts.

What we work on — five objectives.

Every agenda block ties to at least one of these. Nothing else gets calendar time.

01

Establish shared executive intent.

Align on what AI is for in this organization, why now, and what success looks like in 12 months.

Output: Signed Executive AI Charter — not a slide deck.

02

Resolve decision-rights ambiguity.

Make ownership explicit across use cases, workforce capability, risk, adoption metrics, and board escalation — especially at the CIO/CAIO/CTO/CHRO/COO boundaries.

03

Set a risk posture.

Decide what the organization will and won't tolerate across speed, quality, and trust.

Output: A documented risk posture leaders and managers can use for day-to-day decisions.

04

Build a 90-day executive action plan.

Translate alignment into specific actions with named owners, dates, dependencies, and success criteria.

05

Design the manager cascade.

Produce a brief each executive can use to brief their own managers within 14 days, with consistent messaging across the C-suite.

Is this you?

"We've spent on AI tools but adoption is uneven."

— Often an executive alignment issue, not a tooling issue.

"Our managers don't know what to do."

— Broken leadership cascade.

"We can't tell if we're moving fast enough — or too fast."

— Unclear risk posture.

"We have a board meeting, planning cycle, or fiscal year start coming up."

— You need a direction you can commit to publicly.

"My CFO, CHRO, and CIO aren't on the same page about AI."

— Unresolved decision rights.

If your question is "we don't know what AI tools to use," the right starting point is AI Launchpad™. If your question is "we don't know what's happening across the organization," start with the AI Workforce Readiness Diagnostic. The Intensive is for executive teams that have already moved — and now need to align before they move further.

Three qualifying questions.

1

Has your executive team committed publicly to an AI direction yet?

2

Have you made any AI tool investments in the last 12 months?

3

Is adoption stalling or inconsistent across business units?

If you've invested but not yet committed publicly, and adoption is inconsistent — you're exactly who this engagement is designed for.

How this fits with our other work.

EngagementWho It's ForWhat You Get
AI Launchpad™Solo leaders or small teams adopting AI for the first timeDigital Starter Kit, Advisory Session, or Activation Sprint
Executive AI Leadership IntensiveThe C-suite of a 200–1,500 person org needing alignmentSigned charter, 90-day plan, cascade brief, position statement
AI Workforce Readiness DiagnosticOrganizations needing org-wide visibility (2–4 weeks)AI readiness scorecard, role/task exposure view, org roadmap
Workforce Transformation DesignOrganizations designing a future-state operating model (6–10 weeks)Redesigned workflows, skill architecture, manager plan, adoption strategy
Implementation & Adoption RetainerOrganizations needing embedded execution support (3–9 months)Coaching, dashboards, reinforcement systems, sustained adoption
AI Governance & GuardrailsOrganizations needing a policy and risk framework (2–6 weeks)Governance rules, review protocols, risk framework

The critical distinction: the Intensive focuses on the executive team. The Diagnostic focuses on the organization. Most clients need both — and the Intensive typically comes first. If the executive team isn't aligned, Diagnostic findings won't be acted on consistently.

Ready to align?

Most leadership teams who complete this engagement recover the investment within the first quarter of aligned execution.