Head of PMO, Enterprise

Head Of Enterprise PMO

At Gifthealth, we're revolutionizing the way people experience healthcare by simplifying the process of managing prescriptions and health services. Our mission is to provide a seamless, personalized, and efficient healthcare experience for all our customers. We're a dynamic, innovative, and customer‑centric company dedicated to making a positive impact on people's lives.

The Head of Enterprise PMO will build, lead, and scale Gifthealth's enterprise‑wide Project Management Office (PMO), embedding agile discipline, operational excellence, and strategic alignment across all business units. This role is responsible for establishing PMO governance, frameworks, and performance metrics that drive visibility, accountability, and success for all initiatives enterprise‑wide, including technology, operations, pharmacy, digital health, and patient experience.

This leader will collaborate cross‑functionally with executives, engineering, finance, and operational teams to ensure that every project aligns with corporate strategy, delivers measurable business outcomes, and operates within budget. The ideal candidate is a transformational, data‑driven, and agile leader who thrives on building disciplined, high‑performing teams and driving change at scale.

• Establish, scale, and continuously evolve the Enterprise PMO vision, structure, and operating model.
• Develop and enforce governance standards, agile methodologies, and project delivery frameworks across all programs.
• Translate strategic business goals into executable project portfolios, aligning resources and timelines to company OKRs.
• Partner with executive leadership to define and communicate enterprise‑wide KPIs, OKRs, and SLAs to measure performance and impact.
• Serve as the primary advisor to the executive team on program performance, prioritization, and enterprise readiness.

• Lead portfolio management across all functions (technology, operations, finance, HR, and pharmacy).
• Oversee the annual project budget, ensuring initiatives are financially justified, resourced properly, and executed within approved spend.
• Drive transparency in project investments through regular performance dashboards and executive reports.
• Ensure each program and project demonstrates measurable ROI, operational efficiency, and alignment with company objectives.
• Implement portfolio analytics and financial tracking to enable real‑time performance and risk insights.

• Champion the Agile‑at‑Scale mindset across the organization, promoting iterative delivery, transparency, and adaptability.
• Introduce and embed agile frameworks (Scrum, Kanban, SAFe, hybrid) across project teams and business units.
• Partner with Engineering, Product, and Operations to ensure alignment between agile delivery and business outcomes.
• Coach teams and leaders on agile principles, standups, sprint reviews, retrospectives, and adaptive planning.

• Lead enterprise‑wide change management efforts, ensuring effective adoption of new systems, processes, and cultural shifts.
• Develop and implement standardized change management frameworks (Prosci or equivalent) to ensure project success and stakeholder alignment.
• Act as a cultural ambassador for disciplined execution and continuous improvement.
• Foster strong communication between business units, breaking down silos and driving cross‑functional collaboration.

• Define and maintain enterprise‑wide PMO metrics, including project delivery timelines, budget adherence, ROI, and strategic alignment.
• Develop and manage dashboards that visualize PMO performance against company OKRs and department SLAs.
• Partner with the COO, CFO, and department leaders to review outcomes and identify opportunities for acceleration or course correction.
• Ensure project performance reporting drives accountability and informs business decisions at the executive level.

• Lead the deployment of project management systems, tools, and dashboards to improve transparency and execution speed.
• Evalua…