Director, Agile Program & Roadmap Governance Role Snapshot
The Director,AgileProgram & RoadmapGovernanceis accountablefor governing, orchestrating, and maturing the Health Plan’s Agile delivery framework and strategic roadmap execution. This role ensures alignment between organizational strategy, portfolio governance, and disciplined Agile execution across both technical and non‑technical Health Plan initiatives.The Directoroverseesportfolio management,organizational capacity and demand analysis,program‘MVP’decomposition, andprioritization governance.The individual alsofacilitatesprogram-level Agile ceremonies, drives operational readiness for ProgramIncrementexecution, and ensuresthatdelivery outcomes are transparent, predictable, compliant, and aligned with enterprise priorities.Therole coaches and develops Agile and governance practitioners, strengthens organizational delivery capabilityandthroughput, and fosters a culture of accountability, transparency, and collaboration. The Director, Agile Program & Roadmap Governanceis responsible forbuilding and sustaining governance structures that support compliant, high-quality execution in a regulated Health Plan environment.
160-180k
The base pay offered for this position may vary within the posted range based on your job-related knowledge, skills, and experience.
Work Location
Our first consideration will be to have this employee live in the state of Wisconsin to take advantage of Hybrid work and collaboration. Employees within 45 miles of WPS Headquarters (1717 W. Broadway in Madison, WI, 53713) will be expected to be able to be able to work Hybrid 2 days a week on a regular basis.
**As a secondary consideration, we do offer remote work in the following approved states:
We are open to remote work in the following approved states: Colorado, Florida, Georgia, Illinois, Indiana, Iowa, Michigan, Minnesota, Missouri, Nebraska, New Jersey, North Carolina, Ohio, South Carolina, Texas, Virginia, Wisconsin
How do I know this opportunity is right for me?If you:
- Lead and govern Agile execution across Health Plan initiatives by ensuring cadence, consistency, and alignment to strategic priorities.
- Facilitate and oversee key Agile ceremonies,such as program prioritization,Program Increment (PI) Planning, Scrum of Scrums, ART Sync, Inspect & Adapt, and other cross-team coordination ceremonies.
- Establish andmaintainroadmap and prioritization governance processesanddelivery timelinesthat balance technical, business, and regulatory needs.
- Strategicallyoptimizeorganizational capacity and demand byidentifying, balancing, and reconciling resource constraints.
- Partner with executive leadership, Product Managers, Business Owners, and delivery teams to ensure backlog readiness, prioritization, and alignment to strategic outcomes.
- Identifyand resolve escalated impediments, manage cross-team dependencies, and proactively address risks that impact roadmap delivery.
- Provide visibility into delivery performance bymaintainingprogram-level dashboards, metrics, and reporting; analyze trends to drive improvement and decision-making.
- Coach, mentor, and develop Scrum Masters, Product Owners, Analysts, and other governance and Agile delivery roles to strengthen maturity and consistency across teams.
- Drive continuous improvement initiatives, promoting best practices across Agile, execution governance, and compliance-driven delivery.
- Partner with portfolio and regulatory stakeholders to ensure adherence to governance, audit, and compliance requirements across the Health Plan.
- Champion change management and Agile transformation efforts by influencing behaviors, supporting capability development, and fostering a culture of accountability and transparency.
Minimum Qualifications
- Bachelor’s degree, inBusiness, Computer Science, or related field, or equivalentcombination of education andexperience.
- Certified ScrumMaster (CSM), Certified Scrum Professional (CSP), or equivalent required, orthe ability to become certified within6 monthsof hire.
- 10or more years of experience leading strategy execution, Agile governance, or program-level delivery within business and/or IT environments, to include five 5 or more years of experience leading high-performing cross-functional teams withinhighly regulated industry (e.g., health insurance, government programs).
- Proven leadership experiencefacilitatingPI Planning, cross-team Agile ceremonies, and program-level execution structures within aSAFe® or hybrid Agile environment.
- Strong knowledge of Agile metrics, tooling, and reporting (e.g., Jira, Azure DevOps, Rally) to support transparency, predictability, and quality delivery.
- Excellentinterpersonalcommunication and influencing skills with the ability to drive alignment across business, technical, and executive stakeholders.
- Demonstrated ability to manage complex risks, dependencies, and decision-making across multiple teams or business units.
- Deep understanding of system development lifecycles, compliance-driven delivery requirements,and the ability to collaborate with technical and non‑technicalteams.
- Ability to work in a complex, rapidly evolving environment with multiple internal and externalstakeholders.
Preferred Qualifications
- Strong knowledge ofthe health insurance industry, its core functions, and itscommercial and government insurance products/programs.
Remote Work Requirements
- High speed cable or fiber internet.
- Minimum of 10 Mbps downstream and at least 1 Mbps upstream internet connection (can be checked at https://speedtest.net ).
- Remote and hybrid work options available
- Performance bonus and/or merit increase opportunities
- 401(k) with a 100% match for the first 3% of your salary and a 50% match for the next 2% of your salary (100% vestedimmediately)
- Competitive paid time off
- Health insurance, dental insurance, and telehealth services start DAY 1
- Professional and Leadership Development Programs
WPS, a health solutions company, is a leading not‑for‑profit health insurer and federal government contractor headquartered in Madison, Wisconsin. WPS offers health insurance plans for individuals, families,seniorsand group health plans for small to large businesses. We process claims and provide customer support for beneficiaries of the Medicare program and manage benefits for millions of active-dutyand retired military personnel across the U.S. and abroad. WPS has been making healthcare easier for the people we servefor nearly 80 years . Proud to be military and veteran ready.
Culture Drives Our Success
WPS’ culture is where thegreat workand innovations of our people are seen,fueledand rewarded. Weaccomplishthis by creating an open and empowering employee experience. We recognize the benefits ofemployee engagement as an investment in our workforce—both current and future—to effectivelyseek,leverage, and include differing and unique perspectives that fuel agility and innovation on high-performing teams. This results in people bringing their authentic selves to work every day in an organization that successfully adapts to business changes and new opportunities.
Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.