Pilot program · 4 seats · 4 weeks
The AI Operating System for the Senior Executive — a live, 4-week cohort where you build a personal decision-support system around your actual board calendar, your actual organization, and your actual stakeholders. Not more tools. Altitude.
The first cohort is a pilot limited to four executives and receives a significant discount. Email [email protected] to be added to the waitlist for the pilot and future cohorts.
The gap
You have an EA, a chief of staff, a leadership team. What you don't have is more time to think clearly — and the higher you go, the more expensive every hour of noise becomes.
Too much in, not enough out
Everything flows up to you — and turning it into a decision, a memo, or a clear position is work no one else can do for you.
The board doesn't wait
Board and stakeholder communication competes with actual strategy for the same limited hours — and communication usually wins by default.
You're expected to lead this
You're setting the tone for how your company adopts AI — but most senior leaders haven't systematized their own use of it yet.
The build
Four live 90-minute sessions plus a weekly office hour. Every week ends with a working piece of your system, built around your actual calendar and organization — never a hypothetical one.
Baseline where your hours actually go. Set the non-negotiable rule of the whole program: exactly what board, M&A, and personnel data may — and may never — enter which tools.
Board decks, strategic memos, executive summaries, and scenario modeling — built to turn raw information into a defensible decision faster.
Cascading communication, direct-report 1:1 prep, and delegation systems that scale your judgment across a team without diluting it.
External communication — board, investors, media, your own voice — then everything from all four weeks is assembled into one operating system and measured against your week-one baseline.
What you're actually getting
Built around your real board calendar, your real org chart, your real stakeholders.
Clear rules for board, M&A, and personnel-sensitive data — the module that makes this executive-grade, not generic AI tips.
A verifiable digital credential — a completion mark, never framed as a professional accreditation.
A small cohort of senior leaders working the same problem — the conversation compounds the curriculum.
Who's in the room
The first cohort is a pilot limited to four executives, because who else is in the room matters as much to you as the curriculum does.
The deal
A pilot cohort of four keeps every session at the level the material assumes. The first cohort will likely take place in person.
Common questions
Peer caliber is part of the product at this level. A short application lets us keep the room genuinely at your altitude — a mix of functions and company stages, not a random seating chart.
Yes — most participants expense it as executive development. We provide a simple justification document you can forward internally on request.
Week one sets a firm, non-negotiable rule: exactly what board, M&A, and personnel-sensitive data may and may never enter which tools. This governs the entire program, not just one module.
No, under any circumstance — including if you're a member of the collective, or become one later. Enrollment is entirely optional and never affects matching priority, member standing, or access to opportunities, in either direction.
That cohort is built for executives already running an independent fractional practice — client pipeline, engagement admin, a solo operation. This one is built for sitting leaders still inside an organization, with a team, a board, and an org chart to lead. Different problem, different system.
Pilot cohort
Email [email protected] to be added to the waitlist for the pilot and future cohorts — no payment now, and first word the moment the pilot is confirmed. Four seats, significant founding discount, likely in person.
Join the Pilot Waitlist →Already independent, running your own practice? See The AI Operating System for the Portfolio Executive instead. Have an idea but haven't launched? See The Founder Sprint.