Gifthealth · 20 hours ago
Head of PMO, Enterprise
Gifthealth is revolutionizing healthcare by simplifying the management of prescriptions and health services. The Head of Enterprise PMO will lead the establishment and scaling of the enterprise-wide Project Management Office (PMO), ensuring alignment with corporate strategy and delivering measurable business outcomes across all initiatives.
Health CarePharmaceuticalSoftware
Responsibilities
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
Evaluate and integrate AI-driven analytics and automation to optimize project tracking, forecasting, and performance
Oversee enterprise-level implementations (ERP, CRM, automation, infrastructure) ensuring on-time and on-budget completion
Partner with IT and data teams to ensure technology initiatives align with strategic priorities and operational needs
Build, lead, and inspire a team of project managers, program leads, and portfolio analysts
Establish clear performance standards, coaching frameworks, and development paths
Promote a culture of agility, accountability, and excellence across the PMO organization
Serve as a mentor and change agent for cross-functional teams, strengthening enterprise project management capabilities
Qualification
Required
Bachelor's degree in Business, Technology, or related field required
15+ years of progressive project, program, or portfolio management experience
7+ years in senior leadership within a high-growth or transformation-driven organization
Proven success in building or leading enterprise PMOs across multiple business units
Strong experience with Agile at scale, SAFe, and hybrid delivery models
Demonstrated ability to lead large-scale enterprise transformations, digital initiatives, and M&A integrations
Financial acumen with experience managing portfolios exceeding $50M+
PMP, PgMP, PfMP, or Agile certifications (SAFe, CSM, PMI-ACP)
Deep understanding of Agile enterprise delivery and PMO maturity models
Expertise in KPI/OKR implementation and performance tracking
Strong knowledge of portfolio and budget management best practices
Executive presence and ability to influence across all levels of the organization
Exceptional communication, analytical, and leadership skills
Proficient with modern PMO tools (Smartsheet, Jira, Asana, Monday.com, or similar)
Preferred
Master's degree
Prosci or equivalent certification in Change Management
Visionary leader who balances structure with agility
Quick learner with strong business acumen and curiosity
Passionate about transformation, operational excellence, and continuous improvement
Skilled in cross-functional collaboration and stakeholder management
Committed to embedding accountability, transparency, and delivery discipline organization-wide
Company
Gifthealth
GiftHealth is a healthcare tech startup that streamlines pharmacy experience with free delivery and competitive medication pricing.
Funding
Current Stage
Late StageTotal Funding
$45.8MKey Investors
Eir PartnersAllos Ventures
2023-04-04Private Equity· $40M
2021-03-16Seed· $5.8M
2020-06-04Pre Seed
Recent News
2025-12-19
2025-10-29
2025-10-07
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