Executive AI Advisory · Retainer

An AI executive on your leadership team.

I own your AI strategy, governance, and workflow automation, in writing every month, and you can cancel quarterly.

Book an AI Strategy Call

Who this is for — and who it isn't

This works when you are

  • A founder-led or partner-led company, roughly 50–500 people
  • Doing data-sensitive work: client financials, legal matters, patient or proprietary data
  • Feeling urgency: clients, competitors, or your own team are forcing the AI question
  • Without internal AI leadership — nobody owns this today

This isn't for

  • Companies that want a demo, not a change
  • Committees with 12-month procurement cycles
  • Anyone looking for cheap engineering hours dressed as strategy

What you get every month

Don't take the list on faith — most of these exist as full sample PDFs you can read right now. Browse all sample deliverables →

Executive strategy session

With the leadership team. You leave with decisions made.

Department discovery or training session

One workflow deep-dive or enablement session per month.

See the training program (PDF) →

Updated AI opportunity backlog

Every candidate workflow scored and prioritized. You see the math.

Read a sample backlog (PDF) →

Governance & risk review

What's approved, what's exposed, what changed this month.

Read a sample review (PDF) →

Implementation planning & review

With whoever builds: Last Rev, specialists, or your team.

Read a sample oversight brief (PDF) →

Async advisory

Email/Slack access during business hours. Questions don't wait for meetings.

The Monthly AI Executive Report

Adoption metrics, shipped work, top opportunities, blocked decisions, risk notes, vendor and model updates, and the next-30-day plan — in writing, every month.

Read the full 8-page sample (PDF) →

What a month actually looks like

The deliverables above aren't a grab bag — they land on a cadence. Here's the rhythm of a typical month in the seat.

01

Week 1 · Set the agenda

The executive strategy session with your leadership team. We work from the scored backlog and the open decisions, and you leave with calls made: what advances, what waits, what dies.

02

Week 2 · Go where the work is

The department deep-dive or training session: one workflow examined with the people who run it, or one team enabled on the tools they already have. This is where next month's backlog entries come from.

03

Week 3 · Check the guardrails

The governance and risk review: what's approved, what's exposed, what changed. If a build is in flight, this is also when I hold the implementation review with whoever's building.

04

Week 4 · Put it in writing

The Monthly AI Executive Report lands: adoption numbers, shipped work, the updated backlog, blocked decisions, and the next-30-day plan. Async advisory runs through all four weeks — questions don't wait for meetings.

Read a sample monthly report (PDF) → ·Read: inside the monthly report →

How you'll know it's working

You shouldn't have to take my word for progress — the operating model is built to be measured. Every month you can check three things against the report:

Adoption you can read

Usage numbers by department, from the tool consoles, not from surveys. If a team stalls, the report says so and names the fix.

A backlog that moves

Workflows advance from scored, to specified, to shipped — or get killed in writing. The killed list stays visible; a backlog that only grows is a red flag, and you'd see it.

P&L lines with owners

Every funded initiative names the line it moves — hours recovered, tickets deflected, response time cut — and the quarterly ROI memo gives each one a verdict: fund, hold, or kill.

If three consecutive reports show no movement, you cancel at the quarter. That's the accountability the retainer is priced on.

What's not included

Unlimited engineering, 24/7 support, hardware, and large implementation projects aren't part of the retainer. Implementation is always a separate, scoped decision — the retainer buys judgment and ownership, not engineering hours. Keeping those separate is what lets me tell you not to build something.

The math

Figure $350–500K fully loaded for a full-time Chief AI Officer once you count salary, equity, and a six-month search — and they arrive without a delivery team. Annualized, this retainer runs roughly a third to a half of that, starts in weeks, includes a bench, and you can end it quarterly.

How implementation fits

Approved roadmap items are built by Last Rev under separate SOWs, by my consultant network, or by your internal team. I remain the strategic owner regardless of who builds.

See how I work →

Pricing

Advisory engagements start at $15,000/month with a quarterly commitment. Most clients begin with the Assessment ($5,000 fixed, credited toward your first month).

See what the Assessment includes →

Common questions

Why not have IT or our smartest engineer own this?

Tool selection isn't the job; changing how the business operates is — that's an executive function. Your best engineer can evaluate a vector database. Deciding which data can leave the building, which workflows come first, and how ROI gets measured is leadership work.

Is this just a funnel for your agency?

No. Strategy and implementation are structurally separate. You can use Last Rev, another vendor, or your own team. I stay accountable for the strategy either way, and my recommendation is never an implementer's sales quota.

$15K/month is a lot.

It's a fraction of a full-time Chief AI Officer at $350–500K loaded, it's cancellable, and it comes with a delivery bench. You also see exactly what you get every month — the seven deliverables above, in writing.

Can't we start with something smaller?

Yes. That's the Assessment: two weeks, $5,000 fixed, and a roadmap you own either way, credited toward the retainer if you continue. Sometimes the recommendation is to wait. I'll say so.

Four seats. That's the whole roster.

Two are open as of July 2026. Each seat gets the seven deliverables above, every month. If this sounds like the missing seat on your leadership team, let's talk.

Book an AI Strategy Call Want to start smaller? Begin with the Assessment →