Director, Technical Program Management

Oscar HealthNew York, NY
Hybrid

About The Position

The Director, Technical Program Management is a systems thinker who blends operational excellence with a deep understanding of the product development lifecycle to bridge the gap between strategy and tactical execution. This role is responsible for designing, building, and leading the operating model for cross-functional program execution across Technology teams, including Product, Engineering, Design, and Data. This individual owns the entire project lifecycle, from the "mobilization" phase of taking initial concepts and transforming them into organized workstreams with defined requirements and aligned resources, through to the ongoing tracking, execution, and final completion of critical business initiatives. They ensure rigorous dependency tracking and high delivery standards across a complex, matrixed organization, measured through successful outcome achievement.

Requirements

  • 8+ years of experience specifically in program management, project operations or product management.
  • 3+ years in a leadership role managing complex delivery environments.
  • Proven success in scaling delivery processes within a technology environment featuring complex internal stakeholder groups.
  • Highly proficient in designing "right-weight" processes for project definition and internal enablement.
  • Demonstrated ability to influence cross-functional teams and drive adoption of new operational standards.
  • Bachelor’s degree or 4 years of commensurate experience.

Nice To Haves

  • Experience managing technical or system implementations specifically.
  • A metrics-driven approach focused on guiding partners toward "zero defects" in delivery.
  • Understanding of ticketing systems and project management software administration.

Responsibilities

  • Partner with stakeholders to take initial project ideas and define the foundational structure, including outlining requirements, lining up cross-functional resources, and leading project kickoffs.
  • Lead the day-to-day execution of large-scale, cross-functional programs, ensuring work remains aligned with strategic business goals.
  • Identify, track and resolve cross-functional dependencies, ensuring that the right people are lined up at the right time to prevent bottlenecks.
  • Drive adoption of consistent project management best practices, ensuring a "single source of truth" for program health and documentation.
  • Facilitate stakeholder forums and cadences to provide real-time visibility into program health, risks, and blockers.
  • Develop and refine the PMO operating model, including planning cadences, status reporting, and risk mitigation frameworks.
  • Coach stakeholders and project leads on processes that drive focus and measurable impact, fostering a culture of high-quality delivery.
  • Maintain compliance with all applicable laws and regulations and perform other duties as assigned.

Benefits

  • medical, dental, and vision benefits
  • 11 paid holidays
  • paid sick time
  • paid parental leave
  • 401(k) plan participation
  • life and disability insurance
  • paid wellness time and reimbursements
  • unlimited vacation program
  • company equity grants
  • annual performance bonuses
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