Wisconsin Physicians Service Insurance Corporation-posted 2 months ago
$120,000 - $140,000/Yr
Full-time • Senior
Remote • Madison, WI
Insurance Carriers and Related Activities

Our Senior Technical Program & Portfolio Manager is accountable to drive consistent execution and delivery across complex, cross-functional programs by establishing portfolio governance frameworks and aligning initiatives with strategic business objectives in a scaled agile framework (SAFe®). This Manager leads programs or projects from initiation through completion, ensuring scope, schedule, and budget adherence while proactively managing risks, resolving issues, and maintaining momentum. They will facilitate executive-level reviews to support accountability and accelerate decision-making. Oversees resource planning and financial management to optimize investments and ensure program efficiency. Will foster strong stakeholder relationships and communicate program status and outcomes with clarity to ensure alignment, strategic cohesion, and sustained delivery performance. Leverage the SAFe® framework to participate in Agile Release Trains and facilitate effective PI Planning, ensuring synchronized execution and alignment across teams and programs.

  • Define and maintain portfolio frameworks and governance structures that enable consistent execution and delivery across programs.
  • Align initiatives with strategic business objectives to ensure measurable impact and value realization.
  • Facilitate executive-level portfolio reviews and reporting to drive accountability, surface delivery risks, and accelerate decision-making.
  • Lead complex, cross-functional programs from initiation through execution, driving delivery of high-impact outcomes.
  • Ensure adherence to scope, schedule, and budget across all phases of the program lifecycle.
  • Resolve escalated issues and actively manage interdependencies to maintain momentum and prevent delays.
  • Build strong relationships with business and technical stakeholders to foster trust and collaboration.
  • Communicate program status, risks, and outcomes to leadership with clarity and precision.
  • Oversee resource planning and capacity management across programs to ensure optimal allocation and utilization.
  • Track budgets, forecasts, and actuals to maintain financial health and accountability.
  • Identify, assess, and mitigate risks across the program portfolio to ensure delivery stability and resilience.
  • Manage change control processes with structured impact analysis.
  • Implement targeted process improvements to reduce delivery cycle time and accelerate execution.
  • Track and report key operational KPIs, including defect escape rate, deployment frequency, and lead time for changes.
  • Champion delivery best practices and agile maturity to drive continuous improvement across programs.
  • 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 working at a senior or portfolio level.
  • Extensive experience in Agile methodologies (Scrum, Kanban) and scaled frameworks like SAFe® or LeSS.
  • Extensive knowledge and understanding of structured approaches to identify, mitigate, and communicate risks.
  • Strong understanding and knowledge of Technical Program & Portfolio Management including budgeting, forecasting, cost optimization, and financial tracking.
  • Stakeholder analysis, executive communication, and cross-functional alignment strategies.
  • Aligning technical programs with business goals and translating strategy into actionable roadmaps.
  • Engage with engineering teams on architecture, integration, and dependencies without being hands-on.
  • 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.
  • 3 or more years working in SAFe® environments.
  • The ability and experience to influence without direct authority.
  • Strong experience using MS tools, Teams, MS Excel.
  • Experience with Agile tools such as ADO, Jira.
  • Certifications: PMP, and at least one SAFe® certification.
  • Hybrid work
  • 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
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