Senior Product Owner, Insurance Solutions

CNA Insurance

. Own, manage, and deliver a backlog of AI enablement work, including use cases, prompts, automation components, and adoption materials .

Posted 11/5/2026full-timeLake Mary • Florida • United StatesSenior💰 $72,000 - $141,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing AI enablement initiatives, including prompt design and evaluation, while leveraging Agile methodologies to drive operational improvements in Underwriting and insurance processes. Proven ability to collaborate with cross-functional teams and stakeholders to align technology transitions with strategic goals.

Highest-signal resume keywords

Generative AI Tools ExperienceMicrosoft 365 Copilot ProficiencyAgile Methodologies ExpertiseOperational Readiness PlanningInsurance Operations Knowledge

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Prompt DesignPrompt EvaluationRegression TestingOperational Metrics AnalysisChange ManagementPrompt Libraries CreationPrompt Chaining PatternsLow-Code PlatformsNo-Code PlatformsAI-Driven Solutions

Soft Skills

Conflict ResolutionCollaborationStakeholder Relationship ManagementTeam MotivationContinuous Improvement Facilitation

Tools & Technologies

Microsoft 365 CopilotCopilot Studio (Lite)Power PlatformPower AutomateAI BuilderGoogle GeminiGuidewire

Certifications & Qualifications

SAFe PO/PMCSPOPSPO

Industry Keywords

InsuranceUnderwritingOperationsFinance-Based ProductsAgile Practices

Tech Stack

Tools & technologies

Guidewire

About the role

Key responsibilities & impact

Own, manage, and deliver a backlog of AI enablement work, including use cases, prompts, automation components, and adoption materials
Design, write, and maintain prompts and prompt templates for Microsoft 365 Copilot, Copilot Studio (Lite), and Google Gemini
Develop prompt evaluation rubrics and test suites; conduct structured testing and document results
Refine prompts based on feedback, business rule updates, and model/tool changes; perform regression testing
Create reusable prompt libraries, prompt chaining patterns, and examples
Coordinate cross-functional teams for seamless technology transitions
Develop and execute operational readiness and change management plans
Lead medium- to large-complexity initiatives transforming Underwriting and operational processes
Own and prioritize operational workstreams, define success criteria, and validate outcomes with stakeholders
Facilitate Agile continuous-improvement sessions and identify process inefficiencies
Lead planning and refinement activities with technical and business teams
Integrate customer and user insights into operational planning and execution
Analyze operational metrics and feedback to recommend process and technology enhancements
Inspire and motivate cross-functional teams and foster a trusting, constructive environment
Collaborate with Product, Operations, and business leaders to align prioritization and execution with strategic goals
Report typically to a Director or above

Requirements

What you’ll need

Bachelor’s degree or equivalent work experience
Minimum of five years as a Product Owner or equivalent role in an Operations or Underwriting environment
Experience with insurance or finance-based products in an Operations or Underwriting environment
Successful track record with Agile methodologies
Hands-on experience using Generative AI tools for prompt writing, iteration, evaluation, and refinement
Experience with Microsoft 365 Copilot, Copilot Studio (Lite), Power Platform, Power Automate, AI Builder, Google Gemini, or similar Generative AI tools
Experience with low-code and no-code platforms and AI-driven solutions
Strong execution across complex initiatives
Insurance operations technology and methodology knowledge
Ability to build and maintain collaborative stakeholder relationships
Conflict resolution skills
Ability to enact change quickly in business operations
Ability to work directly with Product Management, business stakeholders, and technical/product teams
Domain knowledge of solutions being developed
Applicable certifications such as SAFe PO/PM, CSPO, or PSPO preferred
Experience with Guidewire or similar insurance platforms is a plus

Benefits

Comp & perks

Comprehensive and competitive benefits package
Benefits supporting employees’ and family members’ physical, financial, emotional, and social wellbeing goals
Reasonable accommodations for qualified individuals with disabilities in the recruitment process