8
Owned the outcomes
Co-founder and CEO of Sentry Enterprises, a deep technology startup spanning biometric identity and payment card technology.
AI that actually changes how the work gets done.
I'm a fractional Chief AI Officer. I work as a part-time fully embedded leader for small-to-mid-market companies that want AI to be a reliable part of how work gets done rather than an expensive novelty.
Operator background
Built from the hot seat.
My fractional CAIO experience rests on real operator scar tissue, not just reading about it.
10×
Built what scaled
Sentry Enterprises valuation increased more than tenfold while building IP and strategic partnerships across payments and digital identity.
13
Mission-critical operations
Global technology operations at Chicago Mercantile Exchange across Belfast, Singapore, India, Argentina, Chicago, and London.
250
Led change across borders
Built CME's Belfast international captive center and led approximately 250 employees and consultants across Europe and Asia technology operations.
“Highly strategic, technically adept, and mission-driven leader. Ability to bridge technology and business strategy, coupled with steady leadership through periods of rapid change.”
What this comes from
Pressure to act on AI, without a clear plan.
Most companies I see have at least two of these going on:
01
Tool sprawl, shallow use
Every function picked its own AI tool. The subscriptions add up. Actual workflow value is uneven and rarely measured.
02
A handful of power users
One or two people do impressive AI work. Everyone else copies the surface and misses the judgment that makes it work.
03
Pilots that don’t graduate
Promising experiments stall before they become how the company actually operates.
04
No shared picture of good
Different people on the same leadership team have different answers for what AI should be doing here.
What fractional means
A part-time fully embedded leader, not a consultant.
A fractional is a part-time fully embedded leader. The only difference between a fractional and their full-time counterpart is that they are part-time.
When I take a retainer engagement, I am in the seat. I sit in leadership team meetings. I participate in real decisions. I am accountable for outcomes alongside the existing leadership team. I am not a vendor or an external advisor. I am a part-time CAIO.
Small-to-mid-market companies often cannot justify a full-time Chief AI Officer at the salary that role commands. They also cannot afford to keep treating AI as a side initiative that no senior leader actually owns. The fractional model fits that gap.
How I work
Diagnose. Activate. Embed.
Engagements typically unfold across three phases.
01
Diagnostic
A focused engagement to take a deep dive into your company and your workflows. Output is a feasibility-validated roadmap for where AI fits in the business. Roughly 30 days, scoped to your situation.
02
Roadmap Activation
Drive the first wave of redesign. A bounded engagement to execute the highest-priority moves from the roadmap, proving the model before any commitment to ongoing leadership. Roughly 60-90 days.
03
Embedded retainer
The ongoing engagement to embed AI into how the company runs. A few hours per week in your leadership team, accountable for outcomes alongside the existing team. Weekly working session, monthly written summary, quarterly review.
Working out where AI fits in your business?
Book an AI Workflow Strategy Session.
A 90-minute paid working session, one-to-one with me. Ends with a written brief on where your AI work should focus over the next 90 days. The way to get a clear-eyed read before committing to a longer engagement.
Video podcast
Frontier Tech.
Frontier technology for the people building real companies. Latest episode: AI in the Lab Episode 1, building an automated crypto trading app with AI as a partner. Recording now on YouTube.
How I think about AI capability
A few beliefs that shape how I work with teams.
01
Buying AI tools is not buying AI capability
Licenses purchased and tools opened are not the same as work being done differently. Compute is the cheapest part of the stack and the easiest line item to cut when leadership looks for ROI.
02
The real work is workflow redesign and AI proficiency
Better prompts cannot save a workflow that was never designed for AI involvement. The work has two layers. Redesign workflows around what AI makes possible. Level up the people doing the work so they move past chatbot-grade use.
03
AI accelerates the direction the company is already moving
If the direction is wrong, more speed makes things worse. If the leadership team is not aligned on what AI should accomplish, no tool deployment can fix that.
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Most failed AI initiatives are not AI problems
They are data, workflow or ownership problems. Outdated data produces wrong recommendations. Undefined workflows resist automation. Unclear ownership produces motion without accountability.
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Embedded leadership produces different outcomes
A consultant who hands over a deck and leaves has no skin in whether the recommendations work. A fractional executive who sits in the leadership team week to week is accountable for outcomes alongside the existing team.
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Trust takes time
AI did not change that. It just made it cheaper to ignore. The companies that succeed treat verification and judgment as core engineering work, not as polish.
If your company has tried AI and is not seeing real impact, let's talk.
Book a 30-minute scoping call to see whether a fractional engagement fits. Or take the deeper paid Strategy Session if you want a written brief on where your AI work should focus.
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