Senior Product Owner, Insurance Solutions

CNA Insurance•Lake Mary, FL

5d•$72,000 - $141,000•Hybrid

About The Position

CNA is seeking an Insurance Operations Senior Product Owner to lead operational initiatives and deliver business value through generative AI solutions. The role bridges business stakeholders and delivery teams by shaping AI use cases, translating needs into requirements, developing and testing prompts, and refining outputs to make them reliable, repeatable, and fit for purpose. The role also establishes a disciplined prompt lifecycle and supports end users with guidance, examples, and adoption materials. The Senior Product Owner leads medium- to large-complexity initiatives that transform end-to-end Underwriting and Operations processes. The role aligns people, processes, communications, and delivery teams; plans for operational readiness and change; prioritizes workstreams; and validates outcomes against business goals and stakeholder-defined success criteria. It also promotes continuous improvement, uses customer and user insights and operational metrics to identify opportunities, and collaborates across Product, Operations, Underwriting, IT, and other business areas. The position follows a hybrid work model for candidates local to a CNA branch office; remote work is available for candidates who are not local to a CNA branch office. The typical reporting relationship is to a Director or above. CNA offers a comprehensive benefits package. The stated annual base pay range in certain jurisdictions is $72,000 to $141,000.

Requirements

Bachelor’s degree or equivalent work experience.
Typically at least five years 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 with Agile methodologies.
Hands-on experience using generative AI tools to achieve business results, including prompt writing, iteration, evaluation, and refinement.
Strong execution capability across complex initiatives.
Ability to build and maintain collaborative stakeholder relationships and resolve conflicts effectively.
Ability to enact change quickly in business operations.
Ability to work directly with Product Management, business stakeholders, and technical or product teams.
Domain knowledge of the solutions being developed.
Leadership skills and willingness to develop Agile team members through encouragement and constructive feedback.
Knowledge of the primary toolchain: Microsoft 365 Copilot, Copilot Studio (Lite), Power Platform (Power Automate / AI Builder), and Google Gemini or similar generative AI tools.

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 scenario testing and document results.
Refine prompts based on feedback, business-rule updates, and model or tool changes, and perform regression testing.
Create reusable prompt libraries, patterns, prompt chaining, and examples to scale consistent outcomes.
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, communication strategies, and adoption planning.
Identify risks or gaps across teams and drive timely resolution.
Lead medium- to large-complexity initiatives that transform end-to-end Underwriting and Operations processes, translating business needs into requirements and aligning teams on scope, priorities, and outcomes.
Own and prioritize operational workstreams, define success criteria, validate outcomes with stakeholders, and ensure deliverables provide intended business value and operational impact.
Facilitate structured Agile sessions to assess current processes, identify inefficiencies, and recommend improvements.
Plan and refine work so it is aligned to business value and decomposed into actionable steps; partner with business and technical teams to assess feasibility, dependencies, and capacity.
Integrate customer and user insights into operational planning and execution to improve experience and outcomes.
Analyze operational metrics and feedback to identify trends, inefficiencies, and opportunities, and recommend process and technology enhancements.
Inspire and motivate cross-functional teams, foster a trusting and safe environment, and encourage ownership, constructive challenge, and sound long-term decisions.
Collaborate with leaders across Product, Operations, and other business areas to align prioritization and execution with strategic goals and program objectives.
Perform additional duties as assigned.