Senior Product Owner, Insurance Solutions

CNA • Lake Mary, FL

4d • Hybrid

About The Position

CNA is seeking a Senior Product Owner for Insurance Operations to drive operational initiatives and deliver business value through generative AI solutions. This hybrid-execution role supports the rollout of generative AI across business operations and bridges business stakeholders with delivery teams. The position shapes AI use cases, translates business needs into requirements, develops and evaluates prompts, and iteratively refines outputs for reliable, repeatable, fit-for-purpose results. It also establishes a disciplined prompt lifecycle and supports end users with guidance, examples, and adoption materials.

The role leads operational initiatives that transform end-to-end Underwriting and Operations processes through technology, improve user experiences, and advance strategic initiatives. It partners across Operations, Underwriting, IT, Product, and other business areas to coordinate delivery, readiness, change management, and adoption. Candidates local to a CNA branch office follow a hybrid work model; remote work is available to candidates who are not local to a CNA branch office.

Requirements

• Bachelor’s degree or equivalent work experience.
• Typically, at least five years of experience as a Product Owner or in an equivalent role in an Operations or Underwriting environment.
• Experience with insurance- or finance-based products in an Operations or Underwriting environment.
• Successful track record using Agile methodologies.
• Hands-on experience using generative AI tools to produce business results through prompt writing, iteration, evaluation, and refinement.
• Ability to execute complex initiatives effectively.
• Ability to build and maintain collaborative stakeholder relationships, with strong collaboration and conflict-resolution skills.
• Ability to enact change quickly in business operations.
• Leadership skills, including willingness to develop Agile team members through encouragement and constructive feedback.
• Ability to work directly with Product Management, business stakeholders, and technical or product teams.
• Domain knowledge of the solutions being developed.

Nice To Haves

• Familiarity with Power Automate, Mendix, and Copilot.
• Experience with Guidewire or similar insurance platforms.
• Experience with low-code and no-code platforms and AI-driven solutions.
• Applicable certifications, such as SAFe PO/PM, CSPO, or PSPO.

Responsibilities

• Own, manage, and deliver a prioritized backlog of AI enablement work, including use cases, prompts, automation components, and adoption materials, with clear acceptance criteria.
• 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 across scenarios, and document results.
• Refine prompts based on feedback, business rule updates, and model or tool changes, and perform regression testing.
• Create reusable prompt patterns, libraries, chains, and examples to scale consistent outcomes across teams.
• Coordinate cross-functional teams to align people, processes, and communications for technology transitions.
• Develop and execute operational readiness and change management plans, including stakeholder engagement, process impact assessments, communications, and adoption planning.
• Identify gaps and risks across teams and drive timely resolution.
• Lead medium- to large-complexity initiatives to transform end-to-end Underwriting and Operations processes, translating business needs into clear requirements and aligning teams on scope, priorities, and outcomes.
• Lead additional programs outside core product work as organizational needs evolve.
• Own and prioritize operational workstreams, aligning activities, decisions, and deliverables with broader business goals.
• Define success criteria, validate outcomes with stakeholders, and ensure deliverables create the intended value and operational impact.
• Facilitate structured Agile sessions to assess current-state processes, identify inefficiencies, and recommend improvements.
• Promote constructive challenge, experimentation, and learning to improve team performance and operational maturity.
• Lead planning and refinement so work is clear, aligned to business value, and decomposed into actionable steps.
• Partner with business and technical teams to assess feasibility, dependencies, and capacity needs.
• Incorporate customer and user insights into operational planning and execution so processes and deliverables reflect real-world use and improve experience and outcomes.
• Analyze operational metrics and feedback to identify trends, inefficiencies, and opportunities; recommend process and technology enhancements that improve effectiveness and scalability.
• Inspire and motivate cross-functional teams, encourage ownership and constructive challenge, and foster a trusting and safe environment.
• Collaborate with leaders across Product, Operations, and other business areas to align prioritization and execution with strategic goals, enterprise value, and program objectives.
• Perform additional duties as assigned.

Benefits

• Comprehensive and competitive benefits package intended to support employees’ and their family members’ physical, financial, emotional, and social wellbeing.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior