VP, Human–AI Experience & Adoption

Chubb•Philadelphia, PA

18d

About The Position

This role sits at the intersection of human centered design, enterprise AI strategy, and organizational change, with a clear mandate: prove how AI should work for people at Chubb, then scale it across the enterprise. Chubb is building AI infrastructure that will fundamentally change how work gets done. We are moving toward a future where employees can query decades of institutional knowledge, generate documents grounded in organizational context, and surface insights from emails, meetings, and internal systems through natural, conversational interaction with AI. The VP, Human–AI Experience & Adoption exists to make that future real. You will serve as the connector among users, technologists, and senior leaders across Global Data & Analytics, advancing the vision, building early examples, and driving adoption of AI native productivity tools. This is not a theoretical or advisory role. You will design, build, deploy, and iterate, demonstrating what’s possible before scaling solutions across the enterprise. Our credibility and product insight depend on being exemplary AI users ourselves. This role exists to break through institutional inertia, challenge “the way we have always done it” and make our AI-team the most AI-augmented team at Chubb. Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial and personal property and casualty insurance, personal accident and supplemental health insurance, reinsurance, and life insurance to a diverse group of clients. The company is distinguished by its extensive product and service offerings, broad distribution capabilities, exceptional financial strength, underwriting excellence, superior claims handling expertise and local operations globally. At Chubb, we are committed to equal employment opportunity and compliance with all laws and regulations pertaining to it. Our policy is to provide employment, training, compensation, promotion, and other conditions or opportunities of employment, without regard to race, color, religious creed, sex, gender, gender identity, gender expression, sexual orientation, marital status, national origin, ancestry, mental and physical disability, medical condition, genetic information, military and veteran status, age, and pregnancy or any other characteristic protected by law. Performance and qualifications are the only basis upon which we hire, assign, promote, compensate, develop and retain employees. Chubb prohibits all unlawful discrimination, harassment and retaliation against any individual who reports discrimination or harassment.

Requirements

Deeply conversant in AI and large language model capabilities and limitations; able to separate hype from value
A builder and change leader who modernizes how organizations work, not just by shipping tools, but by reshaping operating models
Comfortable leading in ambiguity, influencing without authority, and operating in large, complex enterprises
A compelling communicator who can earn executive sponsorship and bring skeptical stakeholders along
Biased toward action: you ship early, learn fast, and iterate continuously
Experienced in consulting, product strategy, platform, or process/people change leadership roles where adoption mattered as much as delivery

Responsibilities

Enterprise AI Strategy & Adoption Leadership
Identify where AI can materially improve how people work, prioritizing impact over experimentation
Partner with Data & Analytics leadership to define AI adoption roadmaps grounded in real user needs
Lead working sessions, labs, and workshops to educate, energize, and mobilize teams
Articulate how connected AI systems transform productivity, decision‑making, and institutional memory
Translate emerging AI capabilities into practical, human‑centered solutions that deliver measurable outcomes
Human Centered AI Experience Design
Define intuitive, trustworthy interaction models for AI‑powered tools across Data & Analytics
Identify high‑impact use cases; prioritize ruthlessly and prototype quickly to prove value
Balance automation with transparency, explainability, and user control to build trust
Conduct deep user discovery and usability testing to surface real friction points
Design and refine end‑to‑end human–AI journeys, including feedback and learning loops
Establish and evangelize clear design principles for responsible, human-first AI
Build and lead a small, high‑impact team of engineers and data specialists delivering internal AI knowledge infrastructure
Address cultural barriers preventing adoption e.g., “I am faster doing it myself” mindset or simply workflow inertia
Cross Functional Partnership & Scaling Impact
Partner across product, engineering, legal, compliance, and business teams to ensure responsible rollout
Implement feedback loops and metrics to track adoption, trust, and productivity impact
Navigate data governance, privacy, and security requirements in a regulated environment without stalling progress
Act as an internal thought leader, expanding what leaders believe is possible while grounding expectations in reality
Codify patterns, playbooks, and standards that can extend beyond Data & Analytics to the broader enterprise