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Request Technology, LLC

Manager - Agile/Scrum Transformation

Hybrid

Chicago, United states

$ 150,000 /year

Senior

Full Time

03-03-2026

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Skills

Leadership Jira ServiceNow GitHub Monitoring Kanban Scrum Product Management Agile methodologies Organization Software Development Confluence Agile

Job Specifications

***Hybrid, 3 days onsite, 2 days remote***

***We are unable to sponsor as this is a permanent full-time role***

A prestigious company is looking for a Manager – Agile/Scrum Transformation. This manager will have a team of 7-8 scrum masters reporting to them. This manager will focus on Agile/scrum transformation, Jira product management, governance, SAFe, etc.

Responsibilities:

Lead a high-performing team of Scrum Masters deployed across multiple product teams while managing relationships with managed service providers
Implement robust accountability frameworks to ensure Scrum Masters fulfill their roles effectively while monitoring team performance metrics
Serve as the Jira Product Manager, governing project configurations, workflows, permission schemes, and board setups to ensure consistency and alignment across product teams
Develop and socialize Agile best practices tailored to the organization's unique context and challenges
Conduct regular Agile maturity assessments, using insights to create targeted improvement roadmaps
Own the implementation of the Jira instance strategy, including scheme standardization, custom field management, and automation rules that support Agile maturity progression
Design and maintain Jira dashboards and Advanced Roadmaps (formerly Jira Portfolio) views that provide leadership with real-time delivery visibility
Champion a data-driven approach to measuring and improving team performance
Lead regular retrospectives at the program level to identify systemic improvement opportunities
Create feedback mechanisms that promote ongoing learning and adaptation
Continuously evaluate and optimize Jira configurations, automations, and integrations to reduce friction and improve team velocity tracking

Qualifications:

Bachelor’s degree in information technology, Computer Science, or related field; or equivalent combination of education and 7+ years relevant experience
Minimum 5 years direct experience as a Scrum Master leading software development teams applying Agile methodologies
Proven track record managing high-performing Agile teams through complete delivery lifecycles
Advanced knowledge of Agile/Scrum frameworks with practical application experience across diverse contexts
The ideal candidate will combine comprehensive technical tool knowledge with extensive hands-on Agile leadership experience, enabling them to drive both process excellence and cultural transformation across our organization
Jira Product Manager experience, including administration of projects, workflows, permission schemes, notification schemes, and custom fields at an enterprise scale (5+ years required)
Advanced proficiency with Jira Advanced Roadmaps (formerly Portfolio) for program-level planning, capacity management, and dependency tracking
Experience building and maintaining Jira automations, integrations (e.g., Confluence, Bitbucket/GitHub, ServiceNow), and reporting dashboards using native and third-party tools (e.g., EazyBI, Scriptrunner)
Practical experience implementing and managing Agile-specific metrics and KPIs that drive meaningful improvement
Deep understanding of Scaled Agile Framework (SAFe) with direct implementation experience
Hands-on experience with multiple Agile methodologies beyond Scrum, including XP, Kanban, and other frameworks
Proven capability in enterprise-scale release planning and coordination
Experience consolidating and analyzing data from diverse sources to identify trends and drive decisions
Proven experience serving as a Jira Product Manager or Jira Administrator, with the ability to translate Agile process needs into tool configurations

About the Company

With over 39 years of experience, Request Technology, LLC, formerly Quest Enterprises, Inc., is an established entrepreneurial executive search firm that specializes in recruiting Information Technology professionals for organizations throughout the United States. Extensive industry knowledge and long term working relationships offer the ability to know exactly what our clients need, providing them with the best available candidates in today's competitive job market. Request Technology, LLC consists of a group of Associate R... Know more