Job Description
Role Snapshot Our
IT Program Management Director is responsible for driving IT transformation initiatives and strategic projects to modernize all aspects of infrastructure and end user experience services. This role oversees the planning, execution, and delivery of large-scale programs, ensuring alignment with business goals, cost efficiency, and risk mitigation specific to infrastructure operations. This Director will oversee the delivery of multiple programs in a coordinated way throughout the program lifecycle, defining overall program governance, tracking across workstreams, defining success criteria, and ensuring overall program performance.
Salary Range $140,000 ~ $190,000 The base pay offered for this position may vary within the posted range based on your job-related knowledge, skills, experience, and may fall outside of this range. Work Location Our first consideration will be to have this new 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) will be expected to be able to work 3 days on-site a week.
- As a secondary consideration, we do offer remote work in the following approved states:
Arizona, Colorado, Connecticut, Florida, Georgia, Illinois, Indiana, Iowa, Michigan, Minnesota, Missouri, Nebraska, Nevada, New Jersey, North Carolina, North Dakota, Ohio, South Carolina, South Dakota, Texas, Virginia, Wisconsin
- If not regionally local to Madison, WI, frequent monthly travel to our WPS Headquarters (1717 W. Broadway in Madison, WI) will be expected.
How do I know this opportunity is right for me? If you: - have led end-to-end management of enterprise-wide IT transformation programs, including modernization of infrastructure and end user experience.
- Can align transformation programs with business objectives, ensuring the success of measurable outcomes including improved performance, cost savings, or enhanced user experience.
- Would enjoy defining program objectives and developing and executing strategic roadmaps for IT transformation areas.
- Can oversee multiple concurrent projects, managing scope, budget, timelines, and resources using frameworks such as PMI, Agile, or SAFe.
- Would enjoy collaborating with senior executives, business units, and IT teams to ensure transformation programs meet WPS organizational needs.
- Can facilitate effective stakeholder communication, expectation management, and alignment at all organizational levels.
- Have developed and implemented comprehensive program governance frameworks and best practices tailored to transformation initiatives.
- Like to drive change management to ensure total stakeholder buy-in and smooth adoption of new technologies or processes.
- Have designed business cases and investment thesis, at the direction of the VP of Infrastructure, to advocate for and justify infrastructure enhancements and modernization needs.
- Can ensure compliance with enterprise architecture standards, security policies, and regulatory requirements.
Minimum Qualifications - U.S. Citizenship is required for this position due to Department of Defense restrictions.
- Bachelor’s degree in Computer Science, Information Technology, Business Administration, or related field; or equivalent combination of education and work experience.
- 10 or more years of progressive experience in IT program or portfolio management,
- 5 or years leading program delivery at the enterprise level.
- Demonstrated experience working with vendor partner teams and managing the end-to-end journey of a major vendor migration or transition.
- Strong knowledge of the following aspects of IT Program Management and Delivery:
- Have strong stakeholder management skills, with ability to influence without direct authority at all levels.
- Possess an understanding of IT architectures, emerging technologies and trends.
- Proven ability to lead cross functional teams in the execution of infrastructure-related projects and initiatives.
- Advanced knowledge in project and program management frameworks (PMI, Agile, SAFe, Waterfall) and change management methodologies.
- Strong communication, analytical, problem solving, and business acumen skills.
- Ability to explain technical complexity and functions to business customers and vendor partners with clarity.
Preferred Qualifications - 10 or more years of exp experience in a large enterprise level environment providing technical Program Management, Change Management and Delivery Services.
- Experience leading in a complex and highly matrixed environment that has commercial and government lines of business.
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
- Please review Remote Worker FAQs for additional information
Benefits - 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% vested immediately)
- Competitive paid time off
- Health insurance, dental insurance, and telehealth services start DAY 1
- Professional and Leadership Development Programs
- Review additional benefits: (
Who We Are 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, seniors and 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-duty and retired military personnel across the U.S. and abroad. WPS has been making healthcare easier for the people we serve for nearly 80 years. Proud to be military and veteran ready.
Culture Drives Our Success WPS’ culture is where the great work and innovations of our people are seen, fueled and rewarded. We accomplish this by creating an open and empowering employee experience. We recognize the benefits of employee engagement as an investment in our workforce—both current and future—to effectively seek, 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.
We are proud of the recognition we have received from local and national organization regarding our culture and workplace: WPS Newsroom - Awards and Recognition.
Sign up for Job Alerts FOLLOW US! Instagram LinkedIn Facebook WPS Health Blog This position may from time to time provide support to federal health care programs and other governmental or regulated industries. In accordance with law and/or contractual requirements, individuals in this role are or may be subject to all applicable federal regulations, agency contract requirements, and WPS internal policies, including but not limited to standards for data security, privacy, confidentiality, and program integrity. WPS and its personnel are subject to mandatory enhanced screening and background investigation prior to being granted access to information systems and/or sensitive data in order to safeguard regulated information and government resources that provide critical services.
Job Tags
Contract work, For contractors, Work experience placement, Local area, Immediate start, Remote work, Live in, 3 days per week,