Vice President of IT Project Management Office

TrupanionSeattle

Hybrid Full-time

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Experience Level

Senior Level Manager

Qualifications

Required Qualifications15+ years of experience in technology delivery, program management, or enterprise transformation. Bachelor’s degree in Business Administration, Management Information Systems (MIS), or a related technical field. Prior experience leading an enterprise or global PMO. Demonstrated success in collaborating directly with C-suite executives, including CIOs. Experience managing complex, multi-year technology programs with significant financial and operational impact. Strong financial acumen, including budgeting, forecasting, and ROI analysis. Exceptional communication skills and stakeholder management abilities.3+ years of experience with JIRA. Preferred QualificationsExperience in regulated or complex environments (public companies, SOX, PCI, HIPAA, etc.). Broad exposure to technology across applications, infrastructure, data, and security. MBA or advanced degree in a related field.

About the job

This leader is responsible for the IT PMO and serves as the vital link between Technology, Product, Finance, Security, Enterprise PMO, and Business leadership. They provide structure without unnecessary bureaucracy, clarity without friction, and accountability without drama.

**This position is open to candidates in the Seattle, WA area. A hybrid remote/in-office schedule is offered, requiring at least 3 days a week in our casual, pet-friendly office.**

Key Responsibilities

Enterprise IT PMO Leadership

Develop, lead, and enhance a top-tier IT PMO catering to global, cross-functional initiatives.
Establish and uphold standard delivery frameworks encompassing portfolio management, program governance, agile delivery, capacity planning, financial tracking, risk management, and benefits realization.
Ensure consistent execution across extensive initiatives, including platform modernization, ERP, data management, security, infrastructure, AI, and digital transformation.
Promote delivery excellence across waterfall, agile, and hybrid execution models.

Strategic Partnership with the CIO

Collaborate closely with the CIO to convert technology vision, strategy, and priorities into actionable roadmaps.
Support the CIO's operational cadence: leadership meetings, executive reviews, steering committees, and strategic planning sessions.
Facilitate alignment among CIO direct reports and proactively address cross-team dependencies and execution risks.
Monitor and follow up on enterprise commitments, decisions, risks, and outcomes.

Portfolio, Financial & Value Management

Oversee enterprise IT portfolio management, including project intake, prioritization, sequencing, capacity planning, and dependency management.
Collaborate with Finance to manage IT investment governance, budgets, forecasts, and ROI tracking.
Establish clear metrics linked to business outcomes, such as delivery predictability, cost optimization, value realization, and risk mitigation.

Executive & Board Engagement

Prepare executive-level communications, dashboards, and materials for the Executive Leadership Team (ELT), Board, and Audit/Risk Committees.
Ensure technology initiatives are communicated in business terms, focusing on outcomes, value, risk, and tradeoffs.
Engage with stakeholders to garner support and ensure alignment around technology initiatives.

About Trupanion

Trupanion is a premier provider of medical insurance for cats and dogs in North America. Our mission is to assist devoted, responsible pet owners in budgeting for and caring for their pets. At Trupanion, we foster a collaborative, casual, and pet-friendly environment where every individual is encouraged to be their authentic self.

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