Lead Scrum Master

Jobtailor; Philadelphia (Philadelphia County); On-site; USD 110,000 - 150,000; Full time

Job summary

Jobtailor in Philadelphia, PA is seeking an experienced Lead Scrum Master to coordinate delivery across multiple Agile teams and drive continuous improvement. You will facilitate Scrum of Scrums, PI Planning, and release coordination while optimizing Azure DevOps boards, dashboards, and reporting to promote transparency and accountability.

The role requires 7+ years in Scrum Master/Agile leadership, strong facilitation and communication skills, and a proven ability to manage cross‑team

Qualifications

• Bachelor’s degree in Computer Science, Information Technology, Business Administration, or a related field.
• Configuration and Organization setup experience with Azure DevOps Boards, pipelines, dashboards, and reporting.
• 7+ years of progressive experience in a Scrum Master role, Agile Delivery Lead, or similar role.
• 5+ years coordinating multiteam Agile delivery (Scrum of Scrums, ART, or equivalent).
• Solid understanding of Agile frameworks (Scrum, Kanban) and scaled methodologies (SAFe, LeSS, Nexus).
• Proven ability to manage cross‑team dependencies and complex delivery environments.
• Excellent facilitation, communication, and conflict resolution skills.
• Experience in cloud, DevOps, or enterprise‑scale software delivery environments.
• Familiarity with CI/CD concepts and engineering workflows.
• Ability to analyze delivery metrics and drive data‑informed decisions.
• Ability to Travel: Up to 10%

Responsibilities

• Coordinate delivery across multiple Agile teams and Scrum of Scrums to optimize flow.
• Facilitate Scrum ceremonies, PI Planning, cross‑team refinement, sprint planning, and release coordination.
• Manage and optimize Azure DevOps Boards, backlogs, dashboards, queries, and reporting.
• Identify, track, and help resolve cross‑team dependencies, risks, and impediments.
• Partner with Product Management, Release Train Engineers, Scrum Masters, and stakeholders to maintain delivery flow.
• Publish sprint artifacts and program metrics, including burn‑down/ burn‑up charts and velocity by team.
• Provide data‑driven updates to leadership on progress and delivery health.
• Coach teams toward Agile best practices, continuous improvement, and higher maturity.
• Foster collaboration across engineering, product, architecture, QA, operations.
• Lead program‑level retrospectives and drive actionable improvements.

Skills

Scrum Master experience

Multiteam coordination

Agile frameworks

Cross-team dependencies

Facilitation

Communication

Conflict resolution

Cloud/DevOps experience

CI/CD

Data-driven decisions

Travel willingness

Education

Bachelor’s degree in CS/IT/Business or related field

Tools

Azure DevOps Boards

Azure DevOps Pipelines

Azure DevOps Dashboards

Job description

• The Lead Scrum Master serves as a senior Agile delivery leader responsible for coordinating and optimizing delivery across multiple Agile teams.
• This role facilitates alignment, transparency, and cross‑team collaboration through Scrum of Scrums and scaled Agile practices, while leveraging Azure DevOps to support backlog management, reporting, workflow visibility, and delivery accountability.
• Facilitate Scrum of Scrums ceremonies, PI Planning, cross‑team refinement, sprint planning, and release coordination to ensure effective communication, alignment, and execution across multiple Agile teams.
• Identify, track, and help resolve cross‑team dependencies, risks, and impediments that may impact delivery.
• Partner with Product Management, Release Train Engineers, Scrum Masters, and other stakeholders to maintain delivery flow and support program execution.
• Manage and optimize Azure DevOps Boards, backlogs, dashboards, queries, workflows, reporting, and usage standards to promote transparency, traceability, and accountability.
• Publish sprint and program artifacts, including sprint commitment reports, burn‑down and burn‑up charts, velocity by team, and program increment plans.
• Provide clear, data‑driven updates to leadership on progress, risks, delivery health, key metrics, and opportunities for improvement.
• Support scaled Agile practices and Agile best‑practice adoption across teams, coaching teams toward stronger maturity and continuous improvement.
• Foster collaboration across engineering, product, architecture, quality assurance, operations, and other cross‑functional teams.
• Lead program‑level retrospectives, identify process gaps, and drive actionable improvements that improve flow, predictability, transparency, accountability, and continuous learning.

Requirements

• Bachelor’s degree in Computer Science, Information Technology, Business Administration, or a related field.
• Configuration and Organization setup experience with Azure DevOps Boards, pipelines, dashboards, and reporting.
• 7+ years of progressive experience in a Scrum Master role, Agile Delivery Lead, or similar role.
• 5+ years coordinating multiteam Agile delivery (Scrum of Scrums, ART, or equivalent).
• Solid understanding of Agile frameworks (Scrum, Kanban) and scaled methodologies (SAFe, LeSS, Nexus).
• Proven ability to manage cross‑team dependencies and complex delivery environments.
• Excellent facilitation, communication, and conflict resolution skills.
• Experience in cloud, DevOps, or enterprise‑scale software delivery environments.
• Familiarity with CI/CD concepts and engineering workflows.
• Ability to analyze delivery metrics and drive data‑informed decisions.
• Ability to Travel: Up to 10%

Preferred Qualifications

• SAFe RTE, SAFe SM, PSM II/III, CSM, or equivalent Agile certifications.

Core Competencies

Demonstrates expertise in Agile delivery leadership, facilitating cross‑team collaboration, and optimizing processes using Azure DevOps. Proven ability to manage dependencies, analyze metrics, and drive continuous improvement in complex delivery environments.