The executive operating system for enterprise AI

Your organization has more AI than
you think. And less control than you know.

Sherlock is the executive investigator for AI in regulated organizations. Find every initiative. Diagnose the risk. Prioritize what matters. Govern with confidence. Report to the board.

See the framework → Explore the demos
Healthcare · Life sciences
Insurance · Financial services
Where AI failure isn't an option
The quiet problem

Most enterprises don't have
an AI problem.
They have an
AI visibility problem.

Your teams are already using AI. Copilots. Vendor tools. Shadow pilots. Some in production. Some touching PHI. Some making decisions no one has reviewed.

The CEO can't say what AI the company is running. The Board can't tell if it's safe. Legal, security, and compliance are getting asked questions they can't answer.

Sherlock finds all of it. Then diagnoses, prioritizes, governs, and reports — so executives lead AI instead of being surprised by it.

The Sherlock method

Six loops.
One operating system.

A repeatable executive method for turning fragmented AI activity into a governed enterprise capability. Every loop is powered by a proprietary Sherlock module.

i. Discover
Find every AI initiative
Structured intake surfaces every pilot, vendor tool, copilot, and shadow use case across the enterprise — including the ones no one told the CIO about.
ii. Diagnose
Score readiness and risk
Assess strategy, data, governance, technology, talent, operating model, risk, and value maturity against a regulated-industry benchmark.
iii. Decide
Rank what actually matters
The Sherlock Priority Score weighs value, urgency, feasibility, sponsorship, risk, complexity, and change burden into one executive-legible number.
iv. Design
Generate the governance
Auto-drafts your AI policy, risk-tiering model, approval workflows, steering committee structure, and decision rights — tailored to your regulatory posture.
v. Deploy
Run the transformation
A single cockpit for owners, milestones, dependencies, risks, and decisions — so the AI portfolio actually moves instead of stalling in committee.
vi. Demonstrate
Report to the board
Executive briefing pack, risk heatmap, and value realization dashboard — generated automatically, board-ready every quarter.

We are not building another AI tool.
We are building the executive decision system
enterprise AI has been missing.

— NestedLoop, the team behind Sherlock

Eight modules

Everything an executive
needs to run AI.

Sherlock ships with eight modules built for the CEO, the Board, the CIO, the CDAO, the CFO, the CCO, and the General Counsel. Four have live demos below.

01
AI Readiness Diagnostic
Eight-dimension executive scorecard with regulated-industry benchmark comparison.
● Live demo
02
AI Risk Registry
Every AI initiative inventoried with risk tier, controls, regulatory exposure, and owner.
● Live demo
03
Use-Case Portfolio
Ranked opportunity pipeline with the proprietary Sherlock Priority Score.
● Live demo
04
Priority Engine
The scoring model that turns value, risk, feasibility, and sponsorship into a single executive number.
05
Governance Builder
Auto-generates policy, risk-tiering, approval workflows, and steering committee structure.
06
Operating Model Designer
Defines decision rights, AI CoE structure, and business-versus-IT ownership.
07
Transformation Cockpit
Executive execution surface for owners, milestones, dependencies, and value realization.
08
Board Reporting Engine
Executive briefing pack and quarterly board report — generated, not written.
● Live demo
The proprietary layer

Four scores that make
Sherlock defensible.

Every engagement compounds our benchmark library. Over time, Sherlock tells you not just where you are — but where you stand.

AI Readiness™
How ready your organization is to scale AI across eight dimensions.
AI Consequence™
How risky each initiative is on data, regulation, decision impact, and reputation.
AI Value™
Cost reduction, revenue, productivity, and strategic differentiation upside.
AI Priority™
The executive number. Where to invest. Where to stop. What to escalate.
How we engage

One system.
Four ways to buy it.

Every offer is powered by the Sherlock platform. You get executive judgment and a repeatable operating system, not a slide deck.

Entry · Diagnostic
AI Readiness & Risk Diagnostic
2–3 weeks · Fixed fee
The fastest way to see your enterprise AI landscape end-to-end. For CEOs, Boards, PE sponsors, and CIOs new to their seat.
  • Fragmented AI inventory
  • AI Readiness Score across eight dimensions
  • AI Risk Register with regulatory exposure
  • Top 10 use cases with Priority Scores
  • 90-day executive action plan
Core · Sprint
Enterprise AI Operating Model Sprint
6–8 weeks · Fixed fee
Move from fragmented pilots to a governed enterprise capability. The most-requested engagement.
  • AI governance charter and policy
  • Use-case portfolio and prioritization
  • 12-month roadmap with owners
  • Decision rights and operating cadence
  • Executive dashboard live in Sherlock
Recurring · Premium
Fractional CAIO + Sherlock
6–12 months · Monthly retainer
An embedded Chief AI Officer plus the operating system that makes the role scalable. For organizations serious about outcomes.
  • Ongoing executive AI leadership
  • Governance facilitation and steering committee
  • Portfolio management and value realization
  • Quarterly board AI briefing pack
  • Full Sherlock workspace with client benchmarks
Board · Advisory
Board AI Risk Review
2–4 weeks · Fixed fee
Independent Board-level review of enterprise AI risk, oversight adequacy, and responsible AI posture. Written for directors, not engineers.
  • Board-level risk assessment
  • Governance and oversight gap analysis
  • Executive education session
  • Responsible AI oversight model
  • Board-ready written report
HA
Himanshu Arora
Founder · Chief AI Officer, on demand

Former Chief Data & Analytics Officer for one of the largest US health plans. Led enterprise AI transformation across Medicare Advantage, Stars, Risk Adjustment, and member operations before founding NestedLoop.

Sherlock is the codification of the operating system I ran inside a Fortune-scale payer — now available to the next generation of regulated organizations trying to get enterprise AI right.

Also the founder of HELIX, the AI operating system for Medicare Advantage. That's a different product for a different buyer. This one is for the executive who needs to lead enterprise AI, not run a health plan.

For CEOs, CIOs, CDAOs, and Boards

If AI failure isn't an option
in your organization, we should talk.

Executive briefings are private, selective, and worth your hour. Bring the AI question that's keeping you up at night — we'll show you what Sherlock does with it.

Request executive briefing → Explore the demos first