AI

Advising boards, executives, and builders on AI — value creation, governance, training, and agentic systems — grounded in hands-on building.

I help organizations turn AI capability into governed, measurable enterprise value — working across the board's oversight questions, the executive's value and allocation decisions, and the practitioner's reality of shipping AI. I don't only advise on AI; I build with it, from adaptive learning tools to the AI Engineering Value Model below.

How I operate with AI

I don't only advise on AI — I run my own work on the same discipline I recommend. The story behind it →

Allocation over uplift

I don't count hours saved; I re-allocate freed capacity to the highest-leverage work — the discipline at the core of the value model.

Meter the budget

I run AI like a P&L line: concentrated on the top use cases and reviewed like any other spend, not sprayed across everything.

Execute and deliver

I've delivered $45M+ in AI-enabled net revenue — with zero regulatory findings — and applied the model across the enterprise use cases below. I still build myself, prototyping real products end to end (ReadinessIQ, a chess trainer for my kids, this site). Execution is what makes the advice real.

Multi-model by design

I work across the frontier — Claude, Devin, Codex, Gemini, and more — matching the model to the task and orchestrating them in agentic workflows. That keeps my advice vendor-neutral and current as the tools change month to month.

Human where it matters

Judgment, governance, and taste stay in the loop; agents do the heavy lifting.

Advisory areas

Featured model

AI Value Creation

A rigorous model for turning AI engineering uplift into enterprise value — capacity, constraints, and the allocation decision that separates a modeled gain from booked value.

Advisory

Board & AI Governance

AI oversight, responsible-AI frameworks, and the questions boards should be asking — informed by standards-body work at FDX and the Data & Trust Alliance.

Advisory

Executive & Board Training

AI literacy and working sessions for boards and leadership teams — building the fluency to govern AI and turn it into advantage.

Advisory

Agentic & Autonomous AI

Assurance, controls, and deployment as agentic software and reduced human-in-the-loop reshape how work gets done.

Featured model — AI Engineering Value Model

AI creates capacity. Leadership determines whether it becomes value.

Most AI-ROI math stops at an uplift number. The value is in what comes next — the capacity created, the constraints that gate it, and the allocation decision that turns freed hours into enterprise value.

Applied use cases

Where the model has been applied — from a single pod to the enterprise. Representative outcomes. Scroll for more →

Single team (pod)

IRR > 200%

Vendor unbundling & insourcing

  • 3 applications insourced
  • 5-year savings > $5MM

In-house software that displaces expensive legacy and high-risk vendors.

Portfolio (3 teams)

$2.5MM / yr

Developer capacity re-allocation

  • Capacity re-allocated to growth
  • New features & revenue

Redirecting AI-freed capacity to high-value initiatives, not backfill.

Enterprise

−$180M tail risk

Security risk reduction

  • Remediation time −90%+
  • −$10MM annual expected loss
  • P99 event risk −$180M

AI detection, prevention, and hardening in high-value targets.

Project · single team

> $10MM saved

Legal contract remediation

  • 100% of contracts risk-tiered
  • 98% of changes automated

Automating large-scale contract matters (e.g., LIBOR → SOFR).

Project · two teams

> $20MM saved

Risk & legal population testing

  • Full-population testing
  • Manual review < 0.02% of content
  • No regulatory penalties

NLP and computer vision to defensibly test full populations.

Project · two teams

> $5MM saved

Client problem resolution

  • Faster resolution, fewer complaints
  • Real-time incident feeds
  • Programmatic compliance

Smart, compliant self-service that scales cheaper than staff.

Representative outcomes from applied use cases; results depend on scope, constraints, and the allocation of released capacity.

Applied AI Systems Lab

Working prototypes. Visible architecture. Honest limitations.

The evidence beneath the advice. Each prototype leads with the business question and the control point — then opens into a builder view with architecture, models, evaluation, human-in-the-loop controls, and what it can't do yet.

Financial Infrastructure & Payments Agentic & Executive Operating Systems Human-Centered AI

AI Engineering Value Diagnostic

Calibrate the model to your operating economics

I open a small number of executive calibration sessions for leaders who own AI investment, product growth, transformation, operating performance, or technology. The diagnostic calibrates all 15 scenarios to your organization, identifies the binding constraint, and develops a defensible, risk-adjusted value range.

Let's talk.

Board service, advisory, speaking, or executive AI education — start a conversation.