Senior Agile Program Manager

Custom Software Systems, Inc. (CSS) is seeking an experienced Senior Agile Program Manager to support our client's Business and Technology Modernization (BTM) Program. The ideal candidate will provide strategic leadership and oversight of enterprise-wide Agile transformation initiatives, driving Agile maturity, standardizing best practices, and ensuring measurable business outcomes across multiple teams. This role requires a proven leader with extensive experience in Agile program management, organizational change, and team coaching who can establish effective governance, engage senior stakeholders, and continuously improve Agile practices. The successful candidate will balance strategic planning with hands-on program execution to support sustainable transformation and long-term organizational success.
Responsibilities

Establish and maintain transparency with program stakeholders through meaningful status reporting, proactive communication of changes, data-driven insights on team progress, and regular engagement with sponsors and business stakeholders.
Drive team maturity progression by implementing and maintaining assessment

frameworks, ensuring Agile Coaches create and execute coaching plans, measuring
advancement, and recommending maturity models and metrics beyond velocity/throughput.

Ensure Agile resource effectiveness by establishing performance standards for Coaches and Scrum Masters, monitoring coaching quality, resolving team/coach conflicts, and providing evidence-based recommendations on resource performance
Ensure consistent application of the Agile playbook across all teams, coaches, and Scrum Masters to maintain standardization, alignment, and continuity in Agile practices.
Drive business value realization by ensuring Agile teams deliver work that meets expected business outcomes through coaching oversight, metrics analysis, and alignment between team outputs and program objectives
Build sustainable program governance through documented processes, stakeholder

engagement rhythms, risk management protocols, resource management systems, and strategic recommendations that enable long-term program success

Shape program strategy by continuously assessing program effectiveness, piloting
innovative practices, recommending adaptations to our Agile approach, and ensuring the program evolves with organizational maturity
.

Citizenship
• US Citizenship
Required Qualifications

At least ten (10) years of experience as a program manager, project manager, or project consultant for technology projects with at least 5+ years leading enterprise Agile

Transformations.

At least five (5+) years of hands-on experience and proven track record of coaching teams.
At least three ( 3+) years of experience of effective project/program management or system engineering experience demonstrating ability to manage complex initiatives.
Direct experience leading agile transformations in either the federal or private space.
Direct experience with Jira and Confluence.

Knowledge, Skills & Abilities

Deep understanding and expertise of Scaled Agile Framework (SAFe).
Deep expertise in multiple Agile frameworks (Scrum, Kanban, Scaled Agile Framework (SAFe), or similar) with ability to adapt practices to organizational culture rather than rigid framework adherence.
Demonstrated ability to define and implement Agile maturity models and assessments

Frameworks.

Strategic thinker with track record of evolving Agile practices, recommending improvements, and driving organizational change.
Excellent stakeholder management skills with ability to engage and influence senior

leadership, sponsors, and business stakeholders.

Experience building sustainable governance models including documentation standards, engagement rhythms, and risk management.
Strong conflict resolution and problem-solving skills for addressing team dynamics and

resource challenges.

Excellent communication skills including status reporting, presentations, and facilitation.

Education

Bachelors degree in a relevant field; advanced degree preferred

Certificates

Industry-leading Agile practitioner certifications such as Certified Scrum Master, Certified Scrum Product Owner, PMP-ACP, or Scaled Agile Framework (SAFe), etc.

Preferred Qualifications

Government or highly regulated industry experience preferred.

Compensation & Benefits[1][2]

Wage Range: Negotiable
General Benefits: Custom Software Systems, Inc. offers our employees a competitive benefits package that may include:

Health insurance plans
Health Savings Account (HSA)
Dental
Vision
Long-term disability
Short-term disability
Basic term life insurance
Supplemental term life insurance for employees, spouses, and dependents
Simple IRA
Parking/Commuting expense reimbursement
Training/Education

[1] Compensation range must be coordinated with and approved by the CSS Chief Operating Officer (COO).
[2] Compensation & Benefits information is required for all Maryland Employers effective October 1, 2024.

Skills:
Agile Modeling, Agile Programming Methodologies, Analysis Skills, Atlassian JIRA, Best Practices, CSS (Cascading Style Sheet), Certified Scrum Product Owner, Certified ScrumMaster, Coaching, Communication Skills, Compensation and Benefits, Consulting, Continuous Improvement, Customer Support/Service, Engineering, Government, Kanban, Leadership, Metrics, Organizational Culture, Organizational Development/Management, Process Improvement, Program Evaluation, Project Management Professional (PMP), Project/Program Management, Quality Monitoring, Resource Management, Risk Management, Scrum Project Management and Software Development, ScrumMaster, Strategic Analysis, Strategic Planning, Systems Engineering, United States Citizen

Custom Software Systems Inc