VP, Data & AI

Servco•Honolulu, HI

About The Position

The VP, Data & AI leads AI strategy, adoption, and execution for Hawaii Mobility, supported by scalable enterprise architecture and trusted data. The role partners with operations and technology leaders across Hawaii Mobility, Australia Mobility, Servco Music, and the investment portfolio to guide shared AI and data priorities, influence roadmaps, and identify opportunities for shared capabilities. The VP sets the AI and data vision for Hawaii Mobility, connects initiatives to customer and operating outcomes, and owns the related investment plan, budgets, and business cases. The role leads predictive and generative AI, agents, and automation from opportunity identification through production and workforce adoption, with risk-based governance, human oversight, and measurable accountability. The position leads enterprise architecture for Hawaii Mobility through the Director, Enterprise Architecture and owns the data platform roadmap and economics across Databricks, Azure, and connected systems. It also leads and develops the Director, Enterprise Architecture and Director, Data Visualization, Analytics & Automation and their teams, while coordinating agreed shared capabilities and investments across businesses. Servco is a mobility solutions company with more than 2,000 employees, guided by the values of Respect, Service, Teamwork, and Innovation. The company states it has served customers and team members for over 100 years. The role is based in the Hawaii Mobility organization; no specific work location or workplace arrangement is stated.

Requirements

Bachelor’s or Master’s degree in a related field, or equivalent demonstrated experience.
12+ years of experience across AI, data, architecture, or engineering.
Senior leadership experience with multidisciplinary teams and accountability for strategy, delivery, budgets, and measurable outcomes.
Proven production delivery of predictive or generative AI, agents, and automation at scale, including adoption, reliability, responsible controls, and measurable customer and financial impact.
Experience in vertically integrated manufacturing, distribution, retail, or comparable operations, with the ability to improve core business operations while staging innovation at a pace teams can adopt.
Experience with connected customer, vehicle, trade, finance, fulfillment, and service journeys across digital and physical touchpoints.
Experience with distributed teams across the United States and Australia.
Ability to connect AI opportunities to investment cases, capital and operating tradeoffs, operating performance, customer outcomes, and realized benefits.
Self-aware leadership, humility, trust-building across frontline and executive teams, developing others, transparent communication, and the ability to align businesses through influence and shared purpose.

Nice To Haves

Depth in enterprise architecture and governed data platforms, ideally Databricks on Azure or a comparable cloud stack, with the judgment to guide pragmatic AI-first patterns and technical leaders.
Depth in MLOps and LLMOps, governed retrieval and tool access, agent evaluation, tracing, production monitoring, security, privacy, and unit economics.

Responsibilities

Set a clear AI and data vision for Hawaii Mobility to strengthen customer relationships and core operations and create paths to new services.
Partner with Australia Mobility, Servco Music, and the investment portfolio on shared priorities while respecting each business’s decision rights.
Work with operators to understand their work, co-design useful tools, teach practical skills, and build governed solutions.
Make adoption, workforce capability, and measurable customer and operating results shared outcomes.
Own the Hawaii Mobility AI and data investment plan, capital and operating budgets, and business cases.
Prioritize investments based on strategy, customer value, financial return, feasibility, and risk; set baselines and accountable owners, pace change to operational readiness, and reallocate capacity as evidence develops.
Lead predictive and generative AI, agents, and automation from opportunity through production and workforce adoption.
Sponsor reusable MLOps and LLMOps delivery patterns for governed context and tool access, evaluation, testing, release, monitoring, human handoffs, rollback, and incident learning.
Set risk-based governance informed by NIST AI RMF, its Generative AI Profile, and ISO/IEC 42001.
Require appropriate permissions, human oversight, traceability, and auditable decisions, and hold teams and partners accountable for reliable production operations.
Measure revenue, margin, productivity, cost to serve, customer impact, adoption, and reliability against total investment; stop, adjust, or scale initiatives based on evidence.
Lead enterprise architecture for Hawaii Mobility through the Director, Enterprise Architecture.
Guide the Director in tailoring and adopting lean, leading enterprise architecture and AI-first patterns across Servco, grounded in the stated Digital Strategy principles.
Own the data platform roadmap and economics across Databricks, Azure, and connected systems.
Ensure governed, reusable data products, quality, lineage, access, and observability; retain architecture decisions, code, models, and intellectual property in Servco-controlled systems.
Lead and develop the Director, Enterprise Architecture and Director, Data Visualization, Analytics & Automation and their teams.
Attract and grow Servco talent, delegate ownership, transfer knowledge from partners, invite feedback, and celebrate shared wins with operators.
Coordinate agreed shared capabilities and investments with Australia Mobility, music, and investments.
Build trust through transparent tradeoffs, communicate delivery, capacity, value, and risk to the Executive Committee, and keep accountability with each business leader unless otherwise agreed.