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Corporate Vice President - Senior Scrum Master

Job in New York, New York County, New York, 10261, USA
Listing for: New York Life
Full Time position
Listed on 2026-06-26
Job specializations:
  • IT/Tech
    IT Project Manager, Data Analyst, Business Systems & Technology Analysis, Scrum Master
Salary/Wage Range or Industry Benchmark: 147500 - 211000 USD Yearly USD 147500.00 211000.00 YEAR
Job Description & How to Apply Below
Location: New York

Location Designation:
Hybrid - 3 days per week

Role Overview

We are seeking a Senior Scrum Master to drive Agile execution within a Scaled Agile (SAFe) environment, operating at both team and program (ART) levels. This role is critical in enabling predictable, high-quality delivery through strong facilitation of Program Increment (PI) planning, cross-team alignment, and data-driven execution. The ideal candidate brings deep experience in complex, matrixed organizations, effectively navigating competing priorities, multiple stakeholders, and cross-functional dependencies.

This role requires strong orientation toward Value Stream delivery, OKRs, and measurable business outcomes, including experience supporting AI/ML-driven initiatives.

What You’ll Do:
  • Scaled Agile & Value Stream Leadership
  • Lead Agile execution across teams within a SAFe / Scaled Agile framework aligned to a Value Stream
  • Ensure alignment of team execution with PI objectives, Value Stream priorities, and enterprise OKRs
  • Contribute to ART events and coordinate delivery across teams to optimize end-to-end value flow
  • PI Planning, OKRs & Program Execution:
    Facilitate and support Program Increment (PI) Planning, ensuring alignment to OKRs and business outcomes
  • Translate strategic objectives and OKRs into actionable team-level execution plans
  • Track and drive accountability for PI objectives, OKR progress, and delivery commitments
  • Manage cross-team and cross-functional dependencies across a complex delivery ecosystem
  • Lead participation in Inspect & Adapt sessions with a focus on improving outcomes tied to OKRs
  • Delivery Excellence, Metrics & Flow Optimization:
    Own and drive improvement of Agile, flow, and outcome-based metrics, including velocity, predictability, throughput, cycle time, lead time, flow efficiency, PI objective achievement, and OKR progress
  • Define and track Value Stream-level KPIs aligned to business impact
  • Use data to identify bottlenecks, inform trade-offs, and improve end-to-end delivery performance
  • Build transparency through dashboards and reporting tied to OKRs and Value Stream metrics
  • AI / Data Product Delivery:
    Support delivery of AI/ML and data-driven products, aligning execution to measurable business outcomes (OKRs)
  • Enable teams to operate within iterative experimentation cycles including hypothesis-driven development, experiment tracking, success metrics, and model validation loops
  • Balance experimentation versus committed delivery while ensuring visibility into progress and impact
  • Align data science, engineering, and product workflows to ensure seamless value delivery
  • Team Coaching & Enablement:
    Coach teams on aligning day-to-day execution with OKRs and customer outcomes
  • Enable teams to adopt a metrics-driven mindset focused on impact over activity
  • Guide Product Owners on prioritization based on business value and OKR alignment
  • Mentor Scrum Masters and contribute to scaling Agile and outcome-driven practices
  • Stakeholder Engagement & Influence:
    Operate effectively within a complex organization with cross-functional priorities
  • Partner with business and product leaders to ensure alignment between strategy (OKRs) and execution
  • Communicate progress, risks, and trade-offs in terms of business outcomes
  • Influence stakeholders to adopt data-driven decision-making and outcome orientation
What You’ll Bring :

Required Qualifications
  • 6+ years of experience in Agile environments, including Scrum Master experience in a scaled enterprise setting
  • Strong experience with SAFe or equivalent Scaled Agile frameworks
  • Proven experience supporting PI Planning and program-level execution
  • Demonstrated experience working within Value Streams and complex, matrixed organizations
  • Experience aligning delivery to OKRs and measurable business outcomes
  • Strong understanding of flow metrics, Agile metrics, and outcome-based measurement
  • Experience supporting AI/ML or data-driven product delivery
  • SAFe Practitioner (SP) or Release Train Engineer (RTE) certification required
  • Excellent facilitation, coaching, and stakeholder management skills
Preferred Qualifications
  • SAFe Advanced Scrum Master (SASM) or additional Agile certifications
  • Experience in financial services or regulated environments
  • Familiarity with Jira, Rally, or Azure Dev Ops
  • Experience supporting large-scale digital transformation or platform programs
What Success Looks Like
  • Strong alignment between team execution, PI objectives, and enterprise OKRs
  • Improved Value Stream performance and flow efficiency
  • Measurable progress against business outcomes, not just delivery milestones
  • Effective navigation of complex stakeholder environments and competing priorities
  • Increased organizational maturity in metrics-driven, outcome-focused Agile delivery

Salary Range: $147,500-$211,000

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Position Requirements
10+ Years work experience
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