Virtual Chief AI Officer

Someone has to own the AI decisions before the org can justify a full-time title. That is the gap this fills.

Take the readiness assessmentBook a 30-minute call

The role is real. The dose is fractional.

AI That Pays for Itself is blunt about the mid-market problem: most firms do not have a tooling gap. They have a decision gap.

What starts

A ranked portfolio of AI opportunities tied to workflows, metrics, owners, and readiness — not whoever shouted loudest after the last demo.

What waits

Ideas that are interesting but not ready: no data owner, no metric, no sponsor, no path to payback.

What gets killed

Pilots that hit the kill criterion. Sunk cost is not a ranking criterion.

The first 90 days

Days 1–15: Assess

Score readiness, pick one workflow, map where the work goes, name the sponsor and owner, and agree the metric before tool selection.

Days 16–45: Illuminate

Build the boring, bounded pilot with an error log and human gate before go-live.

Days 46–75: Redesign

Measure honestly, run error analysis on real traces, and redesign the workflow around what changed.

Days 76–90: Decide

Scale, adjust, or stop. Set the quarterly re-validation cadence before attention drifts.

Good fit / bad fit

Good fit

A CEO, COO, managing partner, or operator has a real workflow problem, an executive sponsor, and enough discipline to measure value before expanding.

Bad fit

You want someone to sprinkle AI over a broken process, pick tools before metrics, or run a transformation theatre project with no owner. Plenty of people sell that. I try not to.

Book a fit call →Get the 90-day plan