Product Owner

Preferred Risk Insurance•Chicago, IL

1d•$100,000 - $175,000•Hybrid

About The Position

Preferred Risk is seeking a strategic and collaborative Sr. Product Owner to support and guide two Agile development teams focused on the Guidewire InsuranceNow platform. This role will partner closely with stakeholders across technology and business units to define and deliver high-impact features, prioritize the backlog, and shape the evolution of the Insurance Now platform to meet current and future business needs. The Product Owner will serve as the customer proxy to the Agile teams, align delivery efforts with business goals, and drive value across underwriting, policy, billing, and claims. This role will take end-to-end ownership of the Insurance Now platform and related applications, and will be the final authority for decisions regarding priority, business value, and functionality for all work done by the Agile development teams. Preferred Risk is investing in the modernization and long-term evolution of its insurance platforms, and this role will help shape the future of how the company serves its customers and supports its internal teams.

Requirements

5+ years in a Product Owner or business-facing technology leadership role
Hands-on experience with core insurance platforms (Guidewire InsuranceNow strongly preferred)
Property & Casualty (P&C) insurance industry experience is required, particularly in underwriting, policy administration, billing, or claims
Deep familiarity with Agile methodologies and collaborative team environments
Strong communication, facilitation, and decision-making skills
Ability to synthesize complex inputs into a clear set of priorities and features
Solid leadership skill
Domain knowledge of solutions being developed

Nice To Haves

Experience working with cross-functional teams, including IT, business stakeholders, and third-party vendors
Proven track record in platform ownership and incremental delivery of enterprise technology solutions

Responsibilities

Serve as the primary business representative for the Guidewire InsuranceNow platform
Define and communicate the product vision, roadmap, and priorities in alignment with enterprise objectives
Advocate for the platform's growth and capabilities through continuous enhancement and stakeholder alignment
Own and manage the product backlog for two Agile development teams
Prioritize features and user stories based on business value, dependencies, and stakeholder input
Collaborate with teams on sprint planning, refinement, and demos to ensure delivery of high-quality, valuable increments
Define clear acceptance criteria and validate deliverables meet business needs
Engage with business leaders, operations teams, and subject matter experts to gather requirements and translate them into actionable development items
Ensure that feedback loops between users and development teams are strong, timely, and meaningful
Promote platform adoption and usability by supporting change management and communications efforts
Monitor metrics, usage patterns, and feedback to inform enhancements and platform strategy
Support release planning, testing coordination, and issue triage across functional areas
Ensure platform configuration and development work align with compliance, regulatory, and operational standards