Do you take Kapalua, Napili clients in person?

Yes. Shawn Moore is based on Maui; in-person executive sessions are available across the island weekly. Most engagements combine on-site working sessions in Maui County with weekly video steering meetings between visits.

What does an engagement look like for a mid-market Kapalua, Napili company?

The typical sequence is a 2–4 week paid AI Growth Audit ($15K–$35K range), followed by a fixed-scope 90-Day Execution Blueprint ($25K–$50K range). Most companies decide on the long-term advisory shape — fractional CAIO, internal hire, or quarterly cadence — only after one full 90-day cycle.

Are you actually based on Maui?

Yes. Shawn Moore is home-based on Maui, which makes the island a home market for AI Savvy. In-person executive sessions are available across Maui County on a weekly cadence when engagement scope warrants it.

Do you work with mainland CEOs who run companies from Maui?

Yes. A growing number of mid-market CEOs are headquartered in Maui or visit the island regularly. Engagements can run fully on-island or split between Maui and a mainland metro on a hybrid cadence.

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AI Consultant for Kapalua, Napili and Maui County Mid-Market CEOs

AI Savvy provides strategic AI advisory to Kapalua, Napili and Maui County CEOs of $10M–$250M companies. Engagements include the AI Growth Audit, the 90-Day Execution Blueprint, and ongoing fractional Chief AI Officer support. Shawn Moore is based on Maui; in-person executive sessions are available across the island weekly.

Why Maui County mid-market is at an AI inflection point

Kapalua, Napili is one of the Pacific's most concentrated hospitality, wellness, and lifestyle-economy markets, and its mid-market is in the middle of an uneven AI inflection. RSM's 2025 Middle Market AI Survey found 91% of mid-market organizations across the US and Canada now use generative AI in operations, but the same survey flagged that governance maturity and internal expertise still lag adoption sharply across every US metro.

Maui's economy is shaped by hospitality, real estate, wellness, agriculture, and an expanding remote-professional base. The AI opportunity on the island is less about research labs and more about operational efficiency inside mid-market hotel groups, property portfolios, clinics, and service businesses — plus the mainland CEOs who now run substantial companies from Maui.

What we do for Kapalua, Napili companies

Strategic Advisory →

Fractional CAIO retainers and 90-day blueprints with the operator in the room.

Keynote Speaking →

CEO-audience keynotes and board sessions on AI strategy and governance.

Executive Education →

Working-session programs that hand the methodology to your executive bench.

Hawaii-specific considerations

Hawaii does not have a comprehensive consumer privacy law, so federal frameworks (HIPAA, GLBA, FCRA, sector-specific FTC rules) govern most AI use cases. Tourism and hospitality clients face additional data considerations around loyalty programs, guest privacy, and payment-card handling.

Maui's executive and operating talent is deep in hospitality, property, and health, but the senior AI strategy layer is thin — which is exactly why fractional Chief AI Officer support and quarterly board advisory land well here.

How we work with Kapalua, Napili clients

Most Kapalua, Napili engagements run on a hybrid cadence: on-site working sessions when scope warrants, weekly video steering meetings, and async document review between sessions. Shawn Moore is based on Maui; in-person executive sessions are available across the island weekly. Engagements are invoiced in USD; Canadian entities of US clients can be billed in CAD on request.

Industries we focus on in Maui County

Hospitality and tourism

Maui hotel groups, resort operators, activity companies, and destination management firms applying AI to revenue management, guest experience, and operations scheduling.

Real estate and property management

Island property portfolios and management groups using AI for pricing, maintenance prediction, and tenant-facing workflow automation.

Health, wellness, and professional services

Maui-based clinics, wellness operators, and remote-professional service firms deploying AI under HIPAA and professional-regulator expectations.

Foundational reading before we talk

The AI Savvy Readiness Framework — the six-pillar diagnostic used in every Kapalua, Napili engagement.
The 90-Day AI Execution Blueprint — the four-phase methodology we run in Maui County.
AI Consulting Cost Guide for Mid-Market CEOs (2026) — what an honest engagement should cost.

Frequently asked questions

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