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AI Strategy & Implementation

AI strategy that works in the real world — not just on slides.

Nearly 20 years guiding digital transformation at Humana, Blue Cross, Allstate, and more. Now helping healthcare and insurance leaders turn AI potential into measurable results.

Operating Model

Decision frameworks for board-level AI planning, built for regulated environments.

Execution Focus

Practical roadmaps shaped by compliance, legacy systems, and operational reality.

Direct Access

You work with me — not a junior team. Senior judgment on every deliverable.

Nearly 20 years inside organizations like yours

Humana · Blue Cross Blue Shield · Allstate · ADP · GE

Sound Familiar?

Most teams aren't blocked by effort — they're blocked by direction.

You've invested in smart people and promising tools. But the gap between AI experiments and real operating capability keeps growing.

Your pilots aren't becoming operating capability.

Experiments run, momentum fades, and pilots remain isolated wins that never scale into the programs your organization actually needs.

Board questions are accelerating faster than internal clarity.

Leadership asks about ROI and risk, but the story shifts every quarter. You need a confident, consistent answer — not a rotating deck of possibilities.

Big-firm playbooks don't survive your operating reality.

Generic recommendations collapse when they meet claims workflows, legacy integration, and regulatory gates. You need strategy shaped from the inside.

The Difference

Most AI advisors understand tools. Few understand your operating system.

I built my career inside regulated healthcare and insurance organizations. That means the strategy I bring is already shaped around compliance, workflow friction, legacy integration, and executive accountability.

You get clarity that fits your environment and decisions your team can execute — not a generic innovation script.

Years Inside Healthcare & Insurance

20+

Fortune 100 Organizations

6

InsightStream Open Rate

32%+

What We Do

Outcomes we drive — not services we sell.

6-Week Engagement

AI Strategy Sprint

Know exactly where to invest — and where not to. We map your AI landscape, assess organizational readiness, and build a prioritized agenda your board will fund and your team can execute.

Outcome: Clear AI agenda with prioritization logic and owner alignment.

Monthly

Advisory Retainer

Consistent senior judgment where timing and clarity matter most. Ongoing strategic guidance that adapts as your AI initiatives evolve.

Outcome: A clear roadmap your board will fund.

Half or Full Day

Executive AI Workshop

Get your leadership team aligned on AI priorities, constraints, and next steps in a single working session.

Outcome: Shared direction with explicit priorities.

From InsightStream

Weekly analysis for AI decision‑makers.

Every Thursday, I publish practical insight for healthcare and insurance executives navigating AI investments, risk, and execution. No vendor pitches — just the analysis I'd want if I were still running strategy at a large health plan.

Subscribe to InsightStream
1K+

Subscribers

Healthcare and insurance executives

32%

Open Rate

2× the industry average

Thu

Every Thursday

Free on LinkedIn

March 2026

Why Your AI Vendor Selection Process Is Backwards

Most RFPs evaluate what vendors can do. The better question is what your organization can absorb.

February 2026

The Real ROI Question Boards Should Be Asking About AI

It's not "what's the return?" It's "what's the cost of organizational readiness?"

February 2026

Three Signals Your AI Pilot Will Never Scale

If you recognize two of these, it's time to rethink the pilot — not double down on it.

How It Works

Three steps to clarity.

Discovery Call

Clarify your business context, decision pressure, and the outcomes that matter most to your leadership.

Scoped Proposal

Explicit deliverables, timeline, and investment — built for stakeholder confidence, not consultant ambiguity.

Direct Execution

Direct work with your team to ship outcomes and adjust quickly — no junior handoffs, no scope creep.

The Track Record

What the people who've worked with me say.

"Lewis leads by execution. He has a rare vision of seeing where the needs of his team can help the business and effortlessly guides strategy with quantifiable success criteria."
Utkarsh Patel Global Head, Digital and Board Member
"Lewis rolls up his sleeves, learns quickly, and makes wise decisions. He is deeply customer-centric and keeps sight of the big picture."
Kent Rausch Head of Product and Innovation
"Lewis is a strategic leader with deep digital technology knowledge. He collaborates well and thinks in systems, not isolated tactics."
Wendy Dowd Chief Human Resources Officer
"He is a servant leader who instills confidence, trust, and loyalty. I give him the highest recommendation I know how to give."
Jeff Ross Community Strategist

Ready to build smarter?

Start with a conversation. No pitch deck, no pressure. Tell me where you are and what you're trying to build — I'll tell you honestly whether I can help.