Sr. Director - Program Management Office

Sr. Director - Program Management Office

Lead the strategic direction of an enterprise Program Management Office responsible for driving large-scale business transformation and organizational change. This executive-level role combines portfolio governance, program leadership, and operational excellence to ensure high-impact initiatives are successfully delivered and aligned with long-term business objectives. Working across multiple business functions, you will establish governance frameworks, optimize execution processes, and champion measurable business outcomes.

This is an exceptional opportunity for a seasoned program management leader who excels at influencing executive stakeholders, leading organizational transformation, and building high-performing teams in a collaborative, remote-first environment.

Accountabilities

• Define and execute the vision, operating model, and long-term roadmap for the enterprise Program Management Office.
• Translate strategic business objectives into a prioritized portfolio of enterprise programs with clearly defined outcomes, funding strategies, and execution plans.
• Establish and maintain governance frameworks, executive steering committees, portfolio reviews, and reporting processes that enable informed decision-making.
• Lead the delivery of large, cross-functional, multi-year business transformation programs using hybrid project management methodologies.
• Oversee enterprise planning, resource allocation, dependency management, risk mitigation, financial oversight, and benefits realization across the program portfolio.
• Build and continuously improve enterprise change management capabilities, ensuring successful organizational adoption of strategic initiatives.
• Develop executive dashboards, portfolio performance reports, and value realization metrics to provide transparency and support strategic planning.
• Ensure programs comply with corporate governance, security, privacy, regulatory, and compliance requirements.
• Collaborate with business leaders across operations, technology, finance, product, marketing, compliance, and external partners to align priorities and execution.
• Lead, mentor, and develop a high-performing Program Management Office team while fostering a culture of accountability, collaboration, continuous improvement, and operational excellence.
• Manage vendor relationships and oversee program management tools and related strategic partnerships.

• Bachelor's degree or equivalent professional experience required.
• Minimum of 10 years of progressive experience in enterprise program management, portfolio management, or strategic business transformation.
• At least 5 years of leadership experience managing enterprise program portfolios or Program Management Office functions.
• Professional certification such as PMP, PgMP, or a comparable program management credential; candidates actively pursuing certification will also be considered.
• Demonstrated success leading large-scale cross-functional initiatives spanning business and technology organizations.
• Strong expertise in enterprise governance, portfolio management, strategic planning, and organizational change management.
• Excellent executive communication, stakeholder management, negotiation, and influencing skills.
• Strong financial acumen, including business case development, investment planning, budget oversight, and value realization tracking.
• Proven ability to lead matrixed teams while managing competing priorities in complex organizational environments.
• Experience with in insurance, financial services, or other highly regulated industries is preferred.
• Master's degree (MBA or related discipline), experience modernizing enterprise PMOs, or formal change management certification (such as Prosci) is considered an advantage.
• Applicants must be authorized to work in the United States without current or future employer sponsorship.

• Competitive base salary ranging from $154,000 to $200,000, based on experience, qualifications, geographic location, and internal equity.
• Eligibility for an annual performance-based incentive program.
• Fully remote work opportunity with company-provided equipment.
• Comprehensive medical, dental, and vision benefits.
• 401(k) retirement plan with up to 6% company match.
• Starting with 18 days of paid time off (prorated) plus 11 paid holidays.
• Tuition reimbursement to support continued professional development.
• Employee Assistance Program (EAP).
• Recharge Days and paid Volunteer Time Off.
• Employee Resource Groups and Inclusion Council participation opportunities.
• Collaborative, people-focused culture with strong career growth and leadership development opportunities.