Stalled in review
Pilots sit in security review for months. There is no policy an auditor would accept.
Workforce AI rollout for regulated companies.
The CEO says go. Compliance says no. Employees use AI anyway.
The problem
Where AI rollouts stall.
Shadow AI
Staff paste customer data into tools nobody approved.
Approved, then ignored
Licenses get bought. Then most people quietly stop using them.
No proof it works
Nobody can tell the board who uses it, what it saved, or why people quit.
The method
Govern. Enable. Measure.
Govern
Count the AI already in use. Then write the policy, the approved tool list and the data rules from what people actually do.
Enable
Put approved tools in the hands of one or two pilot teams in operations, finance, support or compliance. Training, a champion in each team, weekly office hours.
Measure
Track who uses it, what it saves and why people stop. Turn that into a report the board can read.
How to start
Start with an AI Readiness Review.
Regulated companies, about 50 to 500 people.
Two weeks, fixed scope. If nothing is worth doing, I will say so.
Inventory of AI in use
Risk review and gap list
Draft AI use policy
90-day plan
Next steps
After the Review
90-Day Pilot Rollout
Govern, Enable, Measure with one or two pilot teams.
Ongoing Advisory
Monthly report, policy updates, tool reviews.
What I don't touch: your product AI and engineering roadmap. Those stay with your CTO.
I'm usually the person who says no. That's why I can get you to yes.
Who it's for: Fintech, payments, healthcare-adjacent and insurance companies with PCI, HIPAA or SOC 2 in scope. Usually sponsored by the CEO or COO.