Senior Associate - Scrum Master
New York Life Insurance CoAbout the role
Location Designation: Hybrid - 3 days per week
Role Overview
We are seeking a Scrum Master to support Agile delivery within a Scaled Agile (SAFe) environment, working closely with one or more teams to ensure consistent, high-quality execution.
This role is hands-on and execution-focused, responsible for facilitating Agile ceremonies, removing impediments, and driving team performance. The ideal candidate is comfortable working in a complex, cross-functional environment, supporting delivery across engineering, product, and data/AI teams, while ensuring alignment to PI objectives and program priorities.
What You'll Do:
Agile Execution & Team Facilitation
- Facilitate all Scrum ceremonies (Sprint Planning, Daily Standups, Reviews, Retrospectives)
- Support teams in adopting and following Agile and SAFe practices
- Help teams stay focused on commitments and delivery goals
- Identify and remove impediments to maintain team momentum
PI Planning & Program Alignment
- Support Program Increment (PI) Planning activities, including preparation and execution
- Ensure team-level plans align with PI objectives and program priorities
- Track team progress and escalate risks, blockers, and dependencies
- Coordinate with other teams to manage cross-team dependencies
Delivery & Metrics Tracking
- Track and report on team-level Agile metrics, including:
- Velocity and sprint predictability
- Throughput and cycle time
- Sprint and PI commitments
- Provide visibility into delivery progress through dashboards and status updates
- Support continuous improvement by identifying bottlenecks and inefficiencies
AI / Data Delivery Support
- Support teams working on AI/ML and data-driven initiatives
- Help manage delivery in iterative and experimentation-driven environments
- Coordinate dependencies related to data availability, model development, and validation
- Ensure transparency in progress where outcomes may be evolving or non-deterministic
Team Coaching & Continuous Improvement
- Coach team members on Agile best practices and ways of working
- Support Product Owners with backlog refinement and prioritization readiness
- Encourage a culture of accountability, collaboration, and continuous improvement
- Help teams mature in their Agile practices over time
Stakeholder Coordination
- Work with product, engineering, and business stakeholders to ensure alignment
- Communicate team progress, risks, and dependencies clearly
- Operate effectively within a cross-functional, matrixed organization
What You'll Bring:
- 3–5+ years of experience in Agile environments, including Scrum Master or similar role
- Experience working within SAFe or other Scaled Agile frameworks
- Exposure to PI Planning and program-level coordination
- Experience working in cross-functional teams with multiple stakeholders
- Strong understanding of Agile metrics and team-level delivery tracking
- Experience supporting data or AI-driven projects (preferred but not required)
- SAFe Practitioner (SP) certification required (RTE preferred but not mandatory)
- Strong facilitation, communication, and problem-solving skills
Preferred Qualifications
- SAFe Scrum Master (SSM) or equivalent certification
- Experience in financial services or regulated environments
- Familiarity with tools such as Jira, Rally, or Azure DevOps
- Experience working in complex enterprise delivery environments
What Success Looks Like
- Consistent delivery of team commitments within sprints and PIs
- Improved team velocity, predictability, and efficiency
- Effective handling of dependencies and impediments
- Clear and transparent communication of
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