Job Locations US-Remote | US-MA-Boston | US-NH-Portsmouth

ID

2026-75623

Position Type

Full-Time

Job Grade

21

Department

043D-04420 Solutions - Servicing

Market

US Retail Markets

Referral Bonus Amount

.

Minimum Salary

USD $179,000.00/Yr.

Maximum Salary

USD $322,000.00/Yr.

Typical Starting Salary

$214,800 - $286,300

Travel

10%

Recruiter

Cassandra Schmitmeyer

Internal Application Deadline

5/5/2026

Referral Bonus Eligible?

No

Join a highly collaborative team committed to unlocking the power of AI to simplify work, improve decisions, and enhance the USRM Claims and Servicing experience. As the quarterback of the AI Compass program, you’ll partner with leaders across the business, technology, experience, and data science to bring clarity, alignment, and momentum to complex cross-functional initiatives.

In this role you will orchestrate complex workstreams, manage key stakeholders, and maintain a clear roadmap of AI investments. You’ll translate strategy into action by enabling teams, monitoring progress, and ensuring timely, high-quality delivery across the AI lifecycle.

Ideal Candidate:

The ideal candidate is an outcome focused, strategic operator who can bring clarity to complex programs while building strong partnerships across business and technical teams. You thrive in ambiguous environments, move work forward with conviction, and consistently elevate outcomes through structure, communication, and sound judgment. You are able to see across the system — connecting ideas, stakeholders, and decisions into a cohesive path to delivery. Moreover, you’re able to influence without authority, anticipate challenges before they surface, and create the alignment needed for AI initiatives to succeed at scale.

Key Qualifications

• 8+ years of experience managing complex cross functional programs in technology, product management and data/AI organizations.
• Demonstrated knowledge of product/program ownership that spans discovery, pilots and scaled delivery, comfortable balancing technical and business tradeoffs.
• Strong familiarity and application of AI/ML concepts and data science delivery lifecycles; ability to translate technical constraints to business stakeholders.
• Proven executive presence: experience briefing senior leadership and influencing outcomes with clear, concise presentations.
• Hands on experience with delivery tools and practices: Jira, Agile/Scrum, OKRs/KPIs, roadmap tooling, status reporting.
• Strong stakeholder management skills and ability to navigate matrixed organizations and vendor relationships.
• Excellent written and verbal communication skills; polished facilitation and workshop skills.

Preferred qualifications

• Prior experience in technology, data science/data office, product management, or claims operations
• Background working directly with Data Science, MLOps, and cloud platforms (AWS/Azure/GCP) required.
• Experience implementing governance for generative AI or model risk management.
• Familiarity with tools like Microsoft 365 ecosystem (Copilot/Stream), Databricks, or model monitoring solutions.
• Familiar with AI efforts across USRM, GRS and all supporting teams to bring context, reuse and best practices to accelerate specific Claims and Service
• opportunities.

Working style and attributes

• Strategic thinker who can operationalize strategy into deliverable plans and measurable outcomes.
• Comfortable with ambiguity, decisive, and pragmatic
• Collaborative leader who earns trust quickly and drives alignment across technical and business partners.
• Bias for results: metrics-driven, detail oriented, and relentless about removing blockers.

Core responsibilities

• Program leadership & delivery
• Own end-to-end program planning and orchestration of AI Compass workstreams; maintain domain level roadmap of investments, key milestones and dependencies
• Champion efforts across Domains, where relevant, to drive cohesive solutions across the insurance value chain
• Collaboration with DS, Tech & Experience to understand and report out on the delivery of high value pilots and production rollouts; carefully balance responsibilities of AI compass workstream to bring a cohesive view of AI investments, while still allowing domain product owners and technology leaders to own and deliver on their product roadmaps that may include AI as a solution
• Standardize Jira backlog management for all types of AI investments
• Stakeholder & executive engagement
• Serve as the program lead and primary liaison between Claims business leaders, Data Science, Technology, Product Management, Experience, Compliance and external vendors.
• Prepare and present crisp, data driven updates and executive materials for Sr. Directors and Csuite; facilitate decision forums and clarify decision rights.
• Manage stakeholder expectations, secure resources, and escalate risks/issues with mitigation recommendations.
• Lean on existing Claims and Service expertise to become intimately familiar with current focus areas and KPIs to drive fruitful conversations and recommendations for where to focus AI efforts
• Product & use case portfolio management
• Maintain ideation pipeline, assess use cases for impact/feasibility, coordinate lightweight pilots and scale proven solutions.
• Define success criteria and measurement approach for use cases and for program level outcomes (adoption, accuracy, care, ease and speed).
• AI governance, enablement & training (in alignment with enterprise RAIC)
• Help operationalize AI governance: roles & responsibilities, policy artifacts, risk approval flows, auditability and compliance guardrails.
• Scale Education & Activation: oversee creation and roll out of common GenAI knowledge base, training, leader enablement sessions and day to day adoption plans.
• Ensure solutions meet privacy, security and regulatory requirements.
• Coordinate/host AI ideation sessions with business partners
• Technology & architecture coordination
• Work with Technology and platform teams to understand north star architecture requirements (real time data integrations, observability, model ops) and create a cohesive view of investments across the enterprise that will enable USRM Claims & Service
• Advocate for the prioritization of foundational investments (e.g., Claims RTD components, tooling for MS Copilot/alternatives).
• Measurement & continuous improvement
• Define and track KPIs at the domain level: adoption and usage metrics, pilot-to-production conversion, accuracy/quality gains, cycle time improvements, etc.
• Run retrospectives and apply learnings to accelerate program velocity and lower operational risk.
• Keep a strong pulse on industry and insurance peer trends to inform steady pace of momentum and avoid adverse selection

• Business expertise and knowledge of Agile development methodologies and IT project management as typically acquired through a Bachelors` degree in relevant field (business, computer science, etc.) and a minimum of 10 years` experience in business, engineering, technology and/or consulting
• Master`s degree preferred
• At least 5 years` experience managing product management teams
• Proven business expertise needed to set clear priorities across the product portfolio and drive business value
• Has in depth knowledge and ability to influence business strategy
• Possesses strong communication and influence skills within reporting line as well as with IT and business peers
• Excellent collaboration skills -- leading execution across teams, influencing across organizations, respected, experience of working across levels from developers and designers Demonstrates passion for improving customer outcomes and experiences
• Embraces change and `outside of the box` ideas-does not feel attachment to the status quo
• Encourages non-hierarchical culture

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