Director, Product Owner - Enterprise AI Assistants

Who Are We?

Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it.

Job Category

Technology

Compensation Overview

The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees are also eligible for performance-based cash incentive awards.

Salary Range

$120,400.00 - $198,700.00

Target Openings

1

What Is the Opportunity?

What Is the Opportunity?
As a member of Enterprise AI and Emerging Technologies, you’ll be joining a strategic and collaborative team that is passionate about transforming our business and technology capabilities and paving the way for best-in-class technology.
As Director, Product Owner – Enterprise AI Assistants, you'll lead a dynamic team, balancing strategic product leadership with hands-on stakeholder engagement and delivery. This role requires guiding teams through complex AI capability rollouts while actively shaping the roadmap and priorities for enterprise-wide AI Assistant platforms. In this highly visible role, we will look to you to:
• Own and evolve the product strategy and roadmap for AI Assistants, ensuring alignment with enterprise AI goals and business priorities.
• Define and maintain a prioritized, execution-ready backlog that drives measurable outcomes for approximately 30,000 enterprise users.
• Play a key role in growing and transforming enterprise AI adoption through structured capability enablement, stakeholder socialization, and continuous delivery.
• Lead a highly effective and collaborative team in supporting a portfolio of AI Assistant tools.

Applicants must be authorized to work for ANY employer in the US. The company does not sponsor/support H-1B petitions, TN, or Forms I-983/STEM OPT, this this role.

What Will You Do?
•    Lead and develop the AI Assistants Team driving enterprise AI Assistant adoption across Travelers.
•    Define, prioritize, and maintain a comprehensive product backlog for AI Assistants ensuring execution-ready work aligned to business outcomes.
•    Maintain hands-on involvement in product decisions, backlog refinement, acceptance criteria, and the delivery of AI capabilities across the enterprise.
•    Partner with stakeholders across business lines, Legal, Governance, and Gen AI leads to ensure AI Assistant roadmaps align with enterprise strategy and compliance requirements.
•    Contribute to product standards and best practices for AI capability enablement, feature rollout, and performance monitoring across teams.
•    Troubleshoot and resolve critical product and delivery issues, leading response efforts when adoption, compliance, or platform challenges arise.
•    Champion the use of enterprise AI Assistants across the organization through education, stakeholder socialization, and active advocacy.
 

What Will Our Ideal Candidate Have?

•     5+ years of relevant Product Owner or Product Management experience, ideally within the insurance or financial services industry.

Background in Agile/SAFe product ownership, including backlog management, PI planning, and cross-team coordination.
•    Experience with enterprise AI governance frameworks, compliance requirements, and responsible AI practices in a regulated industry.
•    Familiarity with MCP (Model Context Protocol) architecture, including MCP server and client development, tool integrations, and enterprise AI orchestration patterns that enable AI Assistants to connect with business data and systems.
•    Proficiency with enterprise AI platforms including Microsoft 365 Copilot, Claude (Anthropic), or similar LLM-based assistant tools.
•    Track record of successful stakeholder management, executive communication, and cross-functional collaboration.

•    Strong organizational skills and ability to build and maintain relationships across a large, matrixed enterprise with diverse stakeholder groups.
•    Proven track record of delivering enterprise-scale AI or digital assistant products, including managing vendor partnerships with companies such as Anthropic or Microsoft.
•    Experience working with stak