AI Readiness

Your board expects you to have this handled.

Half of CEOs believe their position depends on getting AI right in 2026. Most do not know where to start. I work directly with C-suite leaders to close that gap, before the board asks why you have not.

30 days
From AI gap to boardroom-ready
$20,000
Fixed fee, Solo Executive
4 to 5 hrs
Of your time, in total
The problem

AI strategy has become the CEO’s mandate. Most are not ready for it.

50%
of CEOs say their job depends on getting AI right in 2026
BCG AI Radar, 2026
12×
more likely to win with AI when the C-suite is deeply engaged
BCG, The Widening AI Gap, 2025
42%
of companies abandoned most AI initiatives in 2025, up from 17% the year prior
Alpha Apex / Industry Analysis, 2026

“Companies that crowdsource AI efforts create impressive adoption numbers, but almost never produce meaningful business outcomes.”PwC, AI Predictions, 2026

The failure mode is not technology and it is not budget. It is leadership clarity. Boards are mandating readiness assessments. Investors are benchmarking execution. The question is not whether AI will reshape your business. It is whether you will be the one steering it.

  • Your team is running disconnected pilots with no enterprise-wide strategy or ownership.
  • You lack a framework to evaluate AI tools, separate signal from noise, and define outcomes first.
  • Workforce culture has not shifted. Employees are experimenting without direction.
  • The board is asking questions you do not yet have crisp answers to.
Who it is for

Leaders who are accountable for what happens next.

Who it is for

  • A CEO or President who owns the AI mandate and needs a defensible plan.
  • A board member who wants to test management’s AI claims against a framework, not instinct.
  • A COO, CFO, or strategy lead who has to approve AI spend and govern what gets funded.
  • An executive team that already has pilots running and needs to know which ones matter.

Who it is not for

  • Anyone looking for executive education, a course, or a cohort.
  • Teams that want a vendor selected for them.
  • Leaders who want a 200-page deck rather than decisions.
  • Companies where nobody at the top will make time for it.

CEO / President

AI is now your mandate, not your CTO’s. Own the strategy before the board demands an accounting.

Board member

Ask the right questions. Evaluate management’s AI claims against a framework, not instinct.

COO

Your operations are the implementation surface. Build the culture and change architecture that makes adoption real.

CFO / strategy lead

Approve AI investments with a framework for outcomes, not vendor enthusiasm.

This is for executives regardless of your CRM or sales process. The CRM test I use for the pipeline and agent offers does not apply here.

What you get

Built for how executives actually operate.

Not a course. Not a cohort. A structured advisory engagement that produces real decisions, a defensible strategy, and a leadership team that can execute.

I. Executive AI readiness assessment

An honest audit of where your leadership team, culture, data, and governance actually stand before any investment is made. Gaps surfaced. No flattery.

II. Outcomes-first strategy design

Define business outcomes before evaluating tools or vendors. Most organizations do this backwards. I reverse it, forcing ROI clarity before a dollar is committed.

III. AI-ready culture and change architecture

A culture that can absorb AI needs deliberate design at the executive layer first. I build the signals, norms, and operating model your organization will follow.

IV. Tool and vendor evaluation framework

A structured lens for assessing AI tools against your specific use cases. Not vendor demos, not hype cycles.

V. Board-level readiness narrative

Leave with a clear, defensible AI strategy you can present to your board, investors, and leadership team.

VI. 90-day execution blueprint

A sequenced roadmap with owners, milestones, and decision gates. Built to move, not to sit in a slide deck until the next offsite.

How it works

From gap to boardroom-ready in 30 days.

A structured, time-bounded engagement. You know exactly what you are getting and when. No open-ended retainers. No deliverable drift.

01
Days 1 to 3

Intake and diagnostic

A deep-dive interview with you and up to two key leadership stakeholders. I map your current AI posture, existing initiatives, board expectations, and where the real gaps live.

02
Days 4 to 10

Readiness assessment

A structured evaluation across five dimensions: leadership alignment, data and infrastructure, culture and workforce readiness, governance, and use-case pipeline. Written findings by Day 10.

03
Days 11 to 21

Strategy and framework build

An outcomes-first AI strategy built around your business, not a template. Tool evaluation framework, vendor criteria, and change architecture designed for your org structure.

04
Days 22 to 30

Blueprint and board narrative

The final 90-day execution blueprint with owners and decision gates, plus a board-ready AI narrative. A live working session to walk through everything.

Day 30 outcome

A complete, defensible AI readiness strategy: a written assessment of your current state, an outcomes-first roadmap, a tool evaluation framework, a change architecture, and a board narrative. Delivered in 30 days, built around your business, owned by you permanently.

Price

One engagement. Three entry points.

Every tier delivers the same 30-day timeline and the same quality of thinking. The difference is depth, access, and what we build together.

Solo Executive
$20,000flat · 30 days · 1 executive
  • Executive intake and diagnostic interview (90 min)
  • AI readiness assessment across 5 dimensions
  • Outcomes-first AI strategy built for your org
  • Tool and vendor evaluation framework
  • 90-day execution blueprint with owners and milestones
  • Board-ready AI narrative document
  • Final working session and delivery walkthrough
  • 30 days async Q&A access after delivery

The complete engagement for a single executive who needs to move fast and own the strategy personally.

Request a readiness conversation →
Most requested
Leadership Trio
$45,000flat · 35 days · up to 3 executives
  • Everything in Solo Executive
  • Individual intake sessions with all 3 executives
  • Cross-functional alignment workshop (half day)
  • Role-specific AI briefings per executive
  • Unified strategy that accounts for functional tensions
  • 45 days async Q&A access after delivery
  • One board presentation prep session

For leadership teams that need to move together. Alignment at the top before strategy hits the organization.

Request a readiness conversation →
Full C-Suite
$75,000flat · 45 days · up to 5 executives
  • Everything in Leadership Trio
  • Individual sessions with all 5 C-suite members
  • Full-day executive alignment offsite: 6 hours, from $6,000 (virtual or in person)
  • Org-wide AI culture change architecture
  • Manager-level briefing framework for cascade
  • 60 days async Q&A access after delivery
  • Two board presentation prep sessions
  • 30-day check-in session after implementation

Enterprise-level alignment. Five executives, one unified strategy, and a cascade plan the whole organization can follow.

Request a readiness conversation →

All engagements are fixed fee. No hourly billing, no scope creep, no surprises. A 50% deposit is required to begin; the balance is due on delivery of final materials. The alignment offsite is available on its own from $6,000. Custom scopes are available for portfolio companies and multi-entity organizations. The $7,500 GTM Audit credits in full toward this engagement if you start there. I take on a limited number of engagements at a time.

Compared with the alternatives

Instead of…

Instead of

Big-firm AI strategy

A partner sells the work and a team of analysts you never meet builds it. You get a long deck and a long invoice.

Honest tradeoff: A large firm has bench depth, global benchmarks, and implementation capacity I do not. If you need hundreds of people to execute, hire them.
Instead of

Vendor-led AI workshops

Free or cheap, and every recommendation conveniently ends in their product.

Honest tradeoff: Vendors know their own tools better than I do, and a workshop is a fast way to see what is possible.
Instead of

Waiting

Wait for the market to settle, the board to calm down, or the pilots to prove themselves.

Honest tradeoff: Waiting costs nothing this quarter, and some AI spending really is premature. The risk is that your board asks first.
FAQ

Questions worth asking before you engage.

If something is not answered here, ask it in the intake call. I would rather you go in clear than uncertain.

How is this different from hiring a big consulting firm to do our AI strategy?

Large firms send a senior partner to sell the work, then hand it to a team of analysts you have never met. The thinking you are paying for gets diluted before it reaches you. This engagement is different by design: you work directly with me from intake to delivery, and the strategy is built around your business, not adapted from a template. You also get a fixed fee and a fixed timeline. No billable-hour surprises, no scope drift, and no 200-page deck that sits unread until the next planning cycle.

We already have some AI initiatives underway. Is this still relevant?

Often more relevant. Most organizations running AI initiatives are doing so without a clear outcomes framework, without defined ownership, and without a coherent view of how the pieces fit together. The readiness assessment is built to diagnose exactly that: where you have real momentum versus where you have the appearance of progress. If your pilots are not converting to enterprise-wide impact, that is a leadership and governance problem, not a technology problem. That is what I fix.

What do we actually walk away with at the end of 30 days?

Five concrete deliverables, all owned by you permanently: a written AI readiness assessment documenting your current state across five dimensions; an outcomes-first AI strategy aligned to your business priorities; a tool and vendor evaluation framework you can use independently; a 90-day execution blueprint with sequenced milestones, owners, and decision gates; and a board-ready AI narrative you can present with confidence. Everything is written, structured, and handed over, not locked in my head or dependent on ongoing access to me.

How much of our team's time does this require?

Less than you would expect, on purpose. For the Solo Executive engagement, plan on roughly 4 to 5 hours of your time across the full 30 days: the initial intake session, one or two working sessions during the strategy build, and the final walkthrough. For the Leadership Trio and Full C-Suite tiers, individual executive time stays similar. The additional time is in the cross-functional alignment sessions, which are structured and facilitated so they do not sprawl.

What happens after the engagement ends? Is there ongoing support?

Every engagement includes a period of async Q&A access after delivery: 30, 45, or 60 days depending on your tier. Beyond that, I do not push retainers as a default. Some clients continue with me into implementation, often through GTM consulting or AI agents; others take the strategy and execute on their own. What matters is that you leave with everything you need to move without me.

We already have a Chief AI Officer or a Head of Innovation. Do we still need this?

Possibly the most common situation I see, and one of the most useful applications of this engagement. A Chief AI Officer is responsible for execution. What this engagement addresses is executive alignment above that layer: whether the C-suite and board are asking the right questions, whether strategy is being set at the leadership level rather than delegated to a single internal champion, and whether the organization has a coherent framework the CAIO is executing against, or just a mandate with no guardrails. It also gives your innovation leader something to point to when they need air cover.

Next step

Start with a 20-minute readiness conversation.

No pitch. No deck. A direct conversation about where your organization stands, what is blocking you, and whether this engagement is the right fit. I take on a limited number of engagements at a time.

Leave-behind booklet tagline: “Don’t waste money on AI. Ask me how.”

Request a readiness conversation