Senior Technical Program & Portfolio Manager

Our Senior Technical Program & Portfolio Manager drives consistent delivery across complex and cross-functional initiatives. They establish and evolve portfolio governance, ensure alignment to strategic business outcomes, and create the operating rhythm that enables transparency, accountability, and accelerated value delivery. This Sr. Technical Program & Portfolio Manager flexes seamlessly across delivery disciplines including traditional program and project management, scaled agile execution, and enterprise portfolio management to orchestrate work across multiple teams, products, and functional groups. They guide initiatives from conception through execution, managing scope, schedule, financials, risks, and change control. They facilitate executive level forums that enable strategic decision-making and provide clear and data driven reporting to ensure the organization maintains delivery momentum, optimizes investment, and achieves intended outcomes.
Salary Range
$115,000 ~ $135,000
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 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 work onsite 2 days a week on a regular basis.

• Can establish and maintain enterprise portfolio frameworks, governance structures, and operating mechanisms that ensure consistent delivery, strategic alignment, and transparent decision making.
• Enjoy aligning initiatives with business objectives, ensuring measurable impact, value realization, and clear prioritization across the portfolio.
• Have facilitated executive portfolio and program reviews, highlighting delivery risks, interdependencies, and resource constraints to accelerate decisions and maintain organizational alignment.
• Like to lead large and cross-functional programs through full lifecycle execution using a mix of predictive, agile, and hybrid approaches; ensuring scope, schedule, and budget adherence and delivering outcome-focused results.
• Can identify and manage cross team dependencies, constraints, and integration points; drive issue resolution and escalation management to prevent delays and maintain delivery flow.
• Want to build and maintain strong relationships across business, product, engineering, and operational teams to strengthen collaboration, trust, and shared accountability.
• Like to provide clear, concise, and data driven communication of program and portfolio status, risks, milestones, and outcomes to senior leadership.
• Have overseen resource planning and capacity management in partnership with product, engineering leaders, and finance to ensure optimal team utilization and investment alignment.
• Enjoy tracking budgets, forecasts, actuals, and burn rates; drive financial health across initiatives and identify optimization opportunities to maximize value delivery.
• Can implement disciplined risk management and change control processes that preserve delivery integrity and reduce volatility across programs.
• Like coordinating agile planning activities such as PI Planning and maintain cadence-based execution, improving flow metrics, predictability, and alignment across agile teams.
• Want to can drive continuous improvement through targeted process optimization; reduce delivery cycle time and improve team throughput by refining planning, review, and execution rituals.
• Have tracked and reported operational performance metrics including deployment frequency, lead time, defect escape rate, flow efficiency, and team predictability.
• Can champion transformation office best practices, delivery excellence, and agile maturity across teams and stakeholders.

Minimum Qualifications

• Bachelor's degree in Computer Science, Business, or related field or equivalent combination of education and experience.
• 7 or more years of experience in technical program or project management roles.
• 3 or more years at a senior or portfolio level.
• Extensive experience in execution methodologies including Agile methodologies (Scrum, Kanban) and scaled frameworks like SAFe or LeSS.
• Extensive knowledge and understanding of structured approaches to identify, mitigate, and communicate risks and manage change control processes.
• Extensive knowledge and understanding of budgeting, forecasting, cost optimization, and financial tracking across programs.
• Demonstrated experience in stakeholder analysis, executive communication, and cross-functional alignment strategies.
• Demonstrated ability to translate strategy into actionable road maps, orchestrating execution across multiple teams and domains.
• Ability to collaborate closely with engineering teams to understand architecture, integration, and dependencies without needing to be hands on in development.
• Demonstrated experience using KPIs, dashboards, and analytics to guide execution and report outcomes.
• Exceptional organizational, analytical, and problem-solving skills.
• Excellent written and verbal communication skills, with the ability to influence at all levels of the organization.

Preferred Qualifications

• Experience with WPS systems, tools and processes.
• Understanding of WPS lines of business including Health Plan, Government Services, and Data Logistics.

Remote Work Requirements

• High speed cable or fiber
• 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

• 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% 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.

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