Scrum Master - AI Delivery

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Scrum Master - AI Delivery

The Scrum Master is responsible for driving predictable, high‑quality delivery across multiple AI initiatives supporting insurance and claims operations. This role serves as a senior Agile delivery leader, reinforcing disciplined Agile practices, protecting sprint commitments, and enabling sustainable delivery velocity in a high‑demand, regulated operational environment. In addition to Scrum leadership, the role applies project management principles to support planning, execution, governance, stakeholder communication, dependency management, risk mitigation, and delivery reporting across complex AI initiatives.

The Scrum Master supports multiple AI delivery teams or complex initiatives working on solutions that directly impact claims workflows, customer experience, financial outcomes, and regulatory compliance. The role operates with a high degree of autonomy, influencing delivery standards, stakeholder expectations, and cross‑team coordination and project execution to ensure successful delivery of strategic business objectives.

• Facilitates and governs Agile ceremonies across one or more AI teams, ensuring Sprint Planning reflects realistic capacity, cross‑team dependencies, and clearly defined objectives grounded in operational priorities. Partners closely with Product Managers/Owners to ensure backlog readiness, story quality, and alignment to claims workflows, system integrations, and compliance requirements prior to sprint commitment.
• Applies project management disciplines to develop and maintain delivery plans, milestone tracking, dependency management, RAID (Risks, Assumptions, Issues, and Dependencies) logs, and governance activities across multiple AI initiatives, ensuring alignment with organizational priorities and delivery timelines.
• Provides advanced delivery oversight using metrics such as velocity, throughput, cycle time, flow efficiency, and unplanned work percentage to identify systemic risks and improvement opportunities. Interprets trends to proactively advise Product and Technology leadership on capacity constraints, delivery trade‑offs, and operational impacts in response to regulatory changes, client escalations, or emergent business needs.
• Anticipates and resolves complex, cross‑functional impediments related to data access, platform integration, security reviews, model validation, vendor dependencies, and shared services. Works directly with Technology, Security, Data, and Architecture leaders to drive resolution, rather than solely escalating issues.
• Coordinates project activities across multiple delivery teams, vendors, and business stakeholders, ensuring alignment of schedules, dependencies, deliverables, and communications throughout the project lifecycle.
• Establishes and reinforces enterprise‑grade Agile delivery discipline, ensuring mid‑sprint scope changes are controlled, exception‑based, and clearly communicated. Coaches stakeholders on the downstream impact of disrupting sprint commitments, supporting informed prioritization decisions at the leadership level.
• Leads continuous improvement efforts beyond the team level by facilitating advanced retrospectives focused on delivery predictability, quality, collaboration effectiveness, and operational outcomes. Actively coaches team members and Product partners, fostering psychological safety, accountability, and maturity in Agile practices across AI initiatives.
• Designs and maintains executive‑level dashboards and reporting, providing transparent visibility into delivery status, risk exposure, and predictability across initiatives. Synthesizes delivery…