Job Details

Scrum Master

We are seeking an experienced Scrum Master to lead Agile delivery for our Enterprise Applications team, with a focus on the Guidewire InsuranceSuite platforms: PolicyCenter, BillingCenter, and ClaimCenter. This individual will serve as a key facilitator, coach, and delivery enablerensuring alignment, removing blockers, and driving consistent, high-quality outcomes across business and technical teams.

This position will report to the Director, Enterprise Project Management.

Key Responsibilities:

• Lead all core Scrum ceremonies: pre-planning, sprint planning, daily stand-ups, backlog grooming, reviews, and retrospectives.
• Cultivate a self-organizing, cross-functional team environment.
• Promote Agile/Lean principles across delivery teams and stakeholders.

Delivery & Execution:

• Monitor and report on sprint metrics (velocity, burndown, capacity) using Azure Dev Ops; identify trends and opportunities for improvement.
• Proactively remove impediments and escalate risks as needed.
• Coordinate release planning and ensure delivery alignment across streams.

Stakeholder & Dependency Management:

• Serve as liaison between Product Owners, Guidewire developers, QA, data integrations, and external vendors.
• Participate in Scrum-of-Scrums to synchronize dependencies across Billing, Policy, and Claims workstreams.

Backlog Quality & Governance:

• Support Product Owners in story writing, acceptance-criteria definition, and prioritization to maximize ROI.
• Ensure Definition-of-Ready / Definition-of-Done compliance and maintain audit-ready documentation in SharePoint/Azure Dev Ops.

Reporting & Transparency:

• Produce sprint and release status reports, highlighting scope, schedule, cost, and risk indicators for leadership dashboards.
• Champion a data-driven culture of inspection and adaptation.

Required Qualifications:

• 8+ years total IT / software delivery experience, with 4+ years as dedicated Scrum Master.
• Hands-on Guidewire implementation experience (PolicyCenter, BillingCenter, ClaimCenter or Digital).
• Certified ScrumMaster (CSM), Professional Scrum Master (PSM), or equivalent.
• Demonstrated success coaching Agile teams in a P&C insurance environment (commercial trucking a plus).
• Expert knowledge of Azure Dev Ops (or Azure DevOps) and Confluence; able to configure boards, dashboards, and reports.
• Proven servant-leadership, conflict-resolution, and facilitation skills in cross-functional/matrix settings.
• Bachelor's degree in computer science, Information Systems, Business, or related field.
• Experience with Guidewire Cloud Platform, GOSU development life-cycle, and DevSecOps pipelines.
• Exposure to SAFe, Kanban, and Lean Six Sigma practices.
• Working knowledge of commercial trucking insurance operations and regulatory landscape.
• Excellent organizational skills and ability to function in a fast paced, highly visible, and changing environment
• Excellent verbal and written communication skills with the ability to clearly present ideas to a variety of technical and non-technical audiences

Education/Training Requirements: Bachelor's degree and/or equivalent work experience required.

Special Considerations:

Physical Requirements: Constant use of vision, hearing, and communication (oral and written in person and via telephone). Frequent concentration, standing, walking, handling, reaching, and grasping. Occasional bending, kneeling and lifting (up to 25 lbs.). Heavy use of computer and office equipment.

Additional Requirements: Occasional travel may be required. Periodic work outside of standard business hours or on weekends may be required.