Senior Associate - Scrum Master

Location Designation:
Hybrid - 3 days per week

Within the Tech, Data, AI, Ventures (TDAV) organization, our work is guided by a shared vision: deploying the power of technology, data, AI and ventures to accelerate sustainable competitive advantage for New York Life's businesses. We build solutions that power how we serve policy owners, agents, advisors and employees while delivering measurable business outcomes.

Across technology, data, AI, cyber, product, digital experience, architecture and infrastructure, TDAV combines the scale and investment of an industry leader, access to leading-edge technologies and the opportunity to help shape how a world-class financial services company competes in the AI era - all backed by the stability and purpose of a mutual company built to last.

We are seeking a senior-level Scrum Master to drive Agile delivery excellence within the Customer & Field Service Experience Agile Release Train (ART), part of the Service Experience Value Stream (VS).

In this role, you will be a strategic delivery partner and servant leader - guiding multiple Agile teams to execute complex, high-impact initiatives. You'll work across business and technology organizations to improve delivery predictability, remove systemic impediments, and strengthen Agile maturity across the Value Stream. The ideal candidate is an experienced leader who can balance execution discipline with a continuous improvement mindset.

• Lead and coach multiple Agile teams to deliver against the Value Stream roadmap - driving alignment, accountability, and measurable business outcomes.
• Partner with Product and Technology leadership to plan, prioritize, and deliver value in alignment with strategic objectives.
• Facilitate key Agile ceremonies (stand-ups, backlog refinement, sprint planning, reviews, and retrospectives) while reinforcing best practices that optimize team performance.
• Identify and proactively resolve delivery risks, cross-team dependencies, and systemic blockers that impact flow and predictability.
• Analyze delivery data and key metrics (velocity, predictability, quality) to drive insights and continuous improvement.
• Serve as a thought leader and coach in Agile and SAFe practices, fostering a culture of transparency, empowerment, and learning.
• Collaborate closely with other Scrum Masters, RTEs, and functional leads to evolve processes and scale delivery excellence across the ART.

• Proven experience leading Agile delivery across multiple teams or complex programs within large, matrixed organizations.
• Expertise in SAFe, Scrum, and Lean-Agile principles with a demonstrated ability to coach teams and leaders toward maturity.
• Strong strategic thinking, facilitation, and problem-solving skills - able to simplify complexity and drive decision-making.
• Excellent communication and stakeholder management skills, with the ability to influence across business and technology.
• Passion for continuous improvement, data-driven delivery, and building high-performing, empowered teams.

• Bachelor’s degree in Business, Computer Science, or related discipline.
• 7-10 years of experience as a Scrum Master, Agile Delivery Lead, or RTE leading enterprise-scale technology initiatives.
• Deep knowledge of Agile methodologies and frameworks (SAFe, Scrum, Kanban) and their application in complex delivery environments.
• Proficiency in Agile tools (e.g., Jira, Rally) and in using delivery metrics to assess and improve performance.
• Strong organizational and facilitation skills with the ability to navigate ambiguity and competing priorities.

• Advanced certifications such as SAFe Scrum Master (SSM), SAFe Advanced Scrum Master (SASM), or Certified…