Senior Scrum Master

Our client is seeking an experienced Senior Scrum Master to join their team in New York, NY. This individual will support a Field Experience value stream and play a critical role in driving Agile delivery excellence across technology and business teams. The ideal candidate brings a strong technical foundation, extensive Scrum Master experience, and a passion for coaching teams toward high performance while fostering Agile maturity and continuous improvement.

Responsibilities

• Lead Agile project delivery efforts from inception through implementation within a complex technology environment
• Facilitate all Scrum ceremonies, including sprint planning, daily standups, sprint reviews, retrospectives, and PI planning activities
• Provide coaching, mentoring, and training to Scrum teams, Product Owners, and stakeholders on Agile principles and best practices
• Support Product Owners in backlog refinement, prioritization, and maintenance
• Represent teams in Scrum of Scrums and other cross-functional planning and coordination activities
• Monitor team velocity, predictability, and other Agile performance metrics
• Identify, escalate, and remove impediments impacting delivery success
• Mentor teams across development, testing, business analysis, DevOps, UAT, and integration disciplines
• Promote adoption and effective use of Agile tools including JIRA, Confluence, and Ativo
• Guide teams on leveraging AI-enabled tools to improve productivity, planning, and documentation
• Foster collaboration, accountability, and self-organization across teams
• Support Agile transformation initiatives and contribute to organizational Agile Communities of Practice
• Ensure transparency and communication of project progress, risks, and delivery outcomes to stakeholders

Requirements

• Bachelor's degree in Computer Science or a related field
• 8+ years of experience as a Scrum Master
• Experience within insurance, financial services, or other highly regulated environments
• Strong technical background with hands-on experience in software development, testing, business analysis, DevOps, UAT, or related disciplines prior to Scrum Master responsibilities
• Extensive experience facilitating Scrum ceremonies and Program Increment (PI) planning
• Proven ability to coach Agile teams toward higher performance and delivery effectiveness
• Deep understanding of Agile methodologies and the Software Development Life Cycle (SDLC)
• Experience identifying delivery risks, process gaps, and implementing remediation strategies
• Proficiency with JIRA, Confluence, and other Agile project management tools
• Strong analytical, problem-solving, and facilitation skills
• Excellent written and verbal communication skills
• Ability to manage multiple complex initiatives simultaneously

Preferred Qualifications

• Scrum Master certification
• Experience with Ativo and Microsoft Copilot
• Experience mentoring teams on AI-enabled tools and productivity solutions
• Service-Oriented Architecture (SOA) project experience
• Life insurance industry experience
• Experience facilitating large-scale workshops and cross-functional planning sessions
• Demonstrated success supporting Agile transformations in enterprise organizations

Key Competencies & Behaviors

• Strong servant leadership mindset
• Exceptional coaching and mentoring abilities
• Technical credibility with development and engineering teams
• Ability to influence without direct authority
• Strong organizational and prioritization skills
• Proactive and solution-oriented approach to delivery challenges
• Independent thinker with sound judgment and decision-making abilities
• Collaborative and relationship-driven
• Resilient, adaptable, and results-oriented
• Commitment to continuous improvement and Agile excellence

Schedule

• Hybrid schedule requiring three days onsite per week
• Standard work schedule of 37.5 hours per week
• Six-month contract with potential extension based on performance, attendance, and business needs

Pay

The approximate pay range for this position is between $38.00 and $55.00 per hour. Final compensation may vary based on factors including but not limited to background, knowledge, skills, and location.

Benefits

• Medical, Dental, & Vision Insurance Plans
• Employee-Owned Profit Sharing (ESOP)
• 401K offered