1:1 · LEADERSHIP · AI STRATEGY · FLUENCY

Executive AI Coaching

YOUR JOURNEY

CoachingWorkshopsSprintAI DepartmentInnovation Lab

The leaders in this program run businesses generating eight and nine figures. They are accomplished, decisive, and sharp. What they want is a private setting to develop a genuine command of AI on their own terms, before the organization is watching.

This program works because the perspective in the room is earned. Operational experience, AI fluency, and a track record built across industries and borders. Leaders get direct, confidential counsel from someone who understands the weight of their seat and the pace of their environment.

Enrollment is kept deliberately small. Five clients at a time.

Start the conversation
Executive AI coaching in Manhattan, USA: two executives in a focused coaching session with Empire State Building and New York City skyline
Executive AI coaching session in Manhattan, USA. Leaders in a confidential, high-level discussion on AI strategy with Manhattan skyline.

WHO THIS IS FOR

Built for leaders who want to move first.

Best for

  • CEOs and C-suite at mid-market and enterprise companies who want clarity on AI before bringing the team in
  • Leaders with a vision for AI playing a meaningful role in their business, who want a trusted advisor to pressure-test it
  • Executives preparing to lead a workshop or sprint who want to stay ahead of the conversation
  • Those who want a confidential space to think through AI strategy without performance or politics

Not the right fit if

  • You need a generic introduction to AI tools
  • You are not genuinely engaged in learning and applying what you find
  • You want a vendor recommendation. This is advisory, not procurement.

THE PROGRAMS

Two tiers. Four tracks.

Each program runs 12 weeks. The right track depends on how you think, the level of detail you want to work through in each session, and how much hands-on collaboration is ideal for you.

Foundation

$5,000 / month

Foundation · Track 1

Compass

Structured progression. Frameworks, exercises, and tools that build session to session. For leaders who want a clear map and measurable progress.

Foundation · Track 2

Current

Open and adaptive. Sessions follow the most valuable thread in the room. For leaders who think laterally and want space to explore without a fixed agenda.

Advisory

$10,000 / month

Advisory · Track 1

Ascent

Everything in Compass, with greater depth and direct application to your business context and team dynamics. Sessions go where your priorities and tensions actually are—not a generic syllabus.

Advisory · Track 2

Edge

Live problem-solving on real opportunities as they surface. For leaders who want a thinking partner in the room when decisions are forming.

WHAT TO EXPECT

From the inside out

The perspective brought to every session is operational, not theoretical. Strategy, execution, and the real dynamics of leading a team through a shift that most organizations are still figuring out.

A 12-week series

Thirty or sixty minutes a week, structured around your schedule. By session three, most clients are already using AI to clear work they previously avoided. By month three, they are leading the internal conversation with confidence and a clear point of view.

Confidential and direct

No decks, no deliverables unless you want them. The focus is clarity — where AI creates value, what to prioritize first, and what the right next move looks like for your specific business.

WHERE IT LEADS

Coaching often runs alongside or precedes a workshop or sprint. The goal is always independent capability and a clear path forward. When the scope warrants it, some clients move into a deeper advisory relationship. You will know quickly which direction fits.

NEXT STEP

One conversation is usually all it takes.

Tell us what you are trying to figure out. We will follow up within 24 hours.

By sending this, you agree to our Privacy Policy and that we may contact you about coaching.