Technical Program Manager

Oscar Health•New York, NY
•$117,576 - $154,319•Hybrid

About The Position

Oscar is hiring three Technical Program Managers for its growing Technology Program Management Office (Tech PMO). Applicants will be considered for all Technical Program Manager openings, with specific placement determined following the interview process. In this individual-contributor role, you will help turn ambitious plans into better healthcare experiences through technology and lead work that helps members navigate coverage, providers work more easily with Oscar, clinical teams deliver better care, and the business grow. You will partner with Product, Engineering, and business leaders across Network, Growth, Member, and Clinical pillars. Each hire will support a defined set of teams, bringing visibility across their roadmaps while directly leading selected complex programs. Work may span provider data platforms, clinical integrations, member digital experiences, enrollment, broker tools, or marketing technology. As an early member of the growing Tech PMO, you will also help shape how teams plan, solve problems, and deliver together. The role reports to the Director, Technical Program Management. The position is based in Oscar’s New York City office and follows a hybrid schedule requiring three in-office days per week. Thursdays are required for team meetings and events; the other two office days are flexible. The base salary is $117,576.00–$154,318.50 per year. Employees are also eligible for benefits, Oscar’s unlimited vacation program, and annual performance bonuses.

Requirements

  • At least 5 years of technical program or project management, or process-oriented operations, work experience.
  • At least 2 years of experience using coding languages such as SQL to analyze project performance and risks and develop reports for management and business owners.
  • Experience independently leading complex software development programs across multiple teams, from planning through launch and operational handoff.
  • Technical fluency to engage engineers on software systems, APIs, data flows, integrations, and implementation tradeoffs.
  • Demonstrated ability to structure ambiguous problems and manage dependencies, risks, and competing priorities.
  • A record of building trust and influencing decisions across technical and business teams without direct authority.
  • Clear written and verbal communication, including the ability to explain complex issues and recommend a course of action to senior leaders.
  • Strong ownership and follow-through, with examples of moving work forward when plans change or obstacles arise.
  • Bachelor's degree or 4 years of commensurate experience.

Nice To Haves

  • Experience in healthcare, health insurance, or another regulated industry.
  • Experience in one or more relevant areas: provider platforms, clinical systems, consumer digital products, enrollment, broker or distribution platforms, or marketing technology.
  • Experience with external vendors, platform migrations, or complex system integrations.
  • Experience improving planning and delivery practices or helping teams adopt new tools and ways of working.
  • Experience delivering AI-enabled products or workflow automation, including evaluation and operational readiness.

Responsibilities

  • Lead complex technical programs from scoping through launch and operational handoff, creating integrated plans with clear owners, milestones, dependencies, and measures of success.
  • Turn ambiguity into action by bringing the right people together, clarifying problems, and establishing practical next steps.
  • Partner with Product, Engineering, and business leaders to connect roadmaps, coordinate commitments, and make scope, sequencing, and capacity tradeoffs explicit.
  • Anticipate delivery risks, resolve dependency gaps, drive timely decisions, and escalate with clear options, recommendations, and business impact.
  • Coordinate teams and vendors through integrations, testing, adoption, and launch readiness, including required security, privacy, and compliance reviews.
  • Support quarterly and annual planning, giving leaders a clear view of progress, items needing attention, and whether delivered work is producing intended results.
  • Help build a strong TPM team by sharing useful practices, challenging unnecessary process, supporting colleagues, and turning delivery lessons into improvements.
  • Comply with all applicable laws and regulations.
  • Perform other duties as assigned.

Benefits

  • Unlimited vacation program
  • Annual performance bonuses
  • Medical benefits
  • Dental benefits
  • Vision benefits
  • 11 paid holidays
  • Paid sick time
  • Paid parental leave
  • 401(k) plan participation
  • Life insurance
  • Disability insurance
  • Paid wellness time and reimbursements
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