Manager, IT Delivery: Agile Practices

The OCC • Chicago, IL

3d • Hybrid

About The Position

This strategic leadership role drives organizational Agile transformation by leading practitioners who teach, mentor, and advise stakeholders across the enterprise on Agile methodologies and practices. The position combines expertise in multiple Agile frameworks at program and team levels with people-management capabilities to foster operational excellence and continuous improvement. The role shapes delivery-team maturity and works with senior stakeholders to embed Agile principles in the organization. It also serves as Jira Product Manager, owning configuration, governance, and optimization of Jira as the enterprise Agile delivery platform.

The manager leads Scrum Masters across multiple product teams, manages relationships with managed service providers, and promotes self-organizing teams, psychological safety, accountability, and continuous improvement. In partnership with the Group Director and cross-functional senior leaders, the position evolves enterprise Agile capabilities, assesses and improves team maturity, advises Product Owners and delivery teams, facilitates decision-making, and establishes transparent communication and risk governance.

The role governs Jira configurations, workflows, permissions, boards, schemes, custom fields, automation, integrations, dashboards, and Advanced Roadmaps. It uses metrics and data to evaluate delivery performance, lead program-level retrospectives, identify improvement opportunities, and optimize Agile practices and tool configurations.

The position manages a team. OCC offers a hybrid work environment with up to two remote-work days per week. The salary range is $126,500–$168,800, with a target annual discretionary incentive range of 8%–15%. This position is not eligible for visa sponsorship.

Requirements

• Bachelor’s degree in information technology, computer science, or a related field, or an equivalent combination of education and at least 7 years of relevant experience.
• At least 5 years of direct experience as a Scrum Master leading software development teams using Agile methodologies.
• At least 5 years of Jira Product Manager experience, including enterprise-scale administration of projects, workflows, permission schemes, notification schemes, and custom fields.
• Demonstrated success guiding organizations through Agile transformations and building high-performing Agile teams.
• Experience leading Scrum Masters, including career development and professional growth of direct reports.
• Practical experience implementing and managing Agile metrics and KPIs that drive improvement.
• Deep understanding of SAFe with direct implementation experience.
• Hands-on experience with multiple Agile methodologies beyond Scrum, including XP and Kanban.
• Experience with enterprise-scale release planning and coordination.
• Ability to consolidate and analyze data from diverse sources to identify trends and inform decisions.
• Experience translating Agile process needs into Jira tool configurations.
• Outstanding written and verbal communication skills and ability to influence across organizational levels.
• Strong analytical, reasoning, and problem-solving abilities.
• Demonstrated servant-leadership approach to team management and ability to work independently with minimal supervision.
• Experience working in diverse Scrum-team contexts, including varied team sizes, organizational cultures, and co-located or distributed environments.
• Recent Agile professional development, such as training, conference participation, or community involvement.
• Experience supporting regulatory compliance through documented process flows.
• Ability to analyze complex data sets and translate findings into actionable insights.
• Advanced proficiency with Jira Advanced Roadmaps for program-level planning, capacity management, and dependency tracking.
• Experience building and maintaining Jira automations, integrations, and reporting dashboards using native and third-party tools.
• Proficiency with Microsoft Excel, PowerPoint, and Project for data analysis and stakeholder communications.
• Working knowledge of ServiceNow or similar ticketing systems for process management and workflow automation.
• Fundamental understanding of IT infrastructure and systems design principles that affect team operations.
• Proven track record managing high-performing Agile teams through complete delivery lifecycles.
• Ability to identify impediments proactively and guide teams toward resolution before issues affect delivery.

Nice To Haves

• Experience as a Jira Product Manager or Jira Administrator in an enterprise environment.
• Professional Agile certifications.
• Six Sigma certification.
• Atlassian Certified Professional – Jira Project Administration certification or similar Atlassian certification.
• Experience with Jira integrations such as Confluence, Bitbucket/GitHub, and ServiceNow, and third-party tools such as EazyBI or Scriptrunner.

Responsibilities

• Lead a high-performing team of Scrum Masters deployed across multiple product teams and manage relationships with managed service providers.
• Coach delivery teams toward self-organization and achievement of objectives, fostering psychological safety, transparent problem-solving, constructive conflict resolution, and continuous improvement.
• Establish accountability frameworks for Scrum Masters and monitor team performance metrics.
• Serve as Jira Product Manager, governing project configurations, workflows, permission schemes, board setups, schemes, custom fields, and automation rules.
• Partner with the Group Director and cross-functional senior leaders to evolve enterprise Agile capabilities in line with business priorities.
• Design and implement approaches to mature Agile teams and squads from foundational to advanced practices.
• Conduct Agile maturity assessments and develop targeted improvement roadmaps.
• Own Jira instance strategy and standardization, and maintain Jira dashboards and Advanced Roadmaps views for leadership delivery visibility.
• Advise Product Owners and delivery teams, modeling servant leadership.
• Facilitate discussions and decision-making forums that establish clarity and alignment.
• Establish communication frameworks that improve transparency and information flow.
• Identify and mitigate project risks through structured governance approaches.
• Use data to measure and improve team performance; lead program-level retrospectives to identify systemic improvements.
• Develop and refine Agile ceremonies and feedback mechanisms to maximize productivity, engagement, learning, and adaptation.
• Evaluate and optimize Jira configurations, automations, and integrations to reduce friction and improve team-velocity tracking.

Benefits

• Hybrid work environment with up to two days per week of remote work.
• Tuition reimbursement.
• Student loan repayment assistance.
• Technology stipend for connecting to OCC’s network while working remotely.
• Generous paid time off.
• Parental leave.
• 401(k) employer match.
• Competitive medical, dental, and vision benefits.
• Potential eligibility for an annual discretionary incentive compensation award; target range is 8%–15% and awards are not guaranteed.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager