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Salary: USD 117,576 - 154,318.5 / annual
Oscar Health is hiring Technical Program Managers to join its growing Technology Program Management Office (Tech PMO). Oscar is a health insurance company built on a full-stack technology platform, founded in 2012 with a focus on member-centric healthcare delivery.
In this role, you will lead complex technical programs from scoping through launch and operational handoff, partnering with Product, Engineering, and business leaders across Oscar's Network, Growth, Member, and Clinical pillars. You'll work on initiatives spanning provider data platforms, clinical integrations, member digital experiences, enrollment, broker tools, and marketing technology.
Key responsibilities include:
- Leading complex technical programs with integrated plans, clear owners, milestones, dependencies, and success measures
- Turning ambiguity into action by bringing the right people together, clarifying problems, and establishing practical next steps
- Partnering across Product, Engineering, and business teams to connect roadmaps, coordinate commitments, and make tradeoffs explicit
- Anticipating delivery risks, resolving dependency gaps, and driving timely decisions with clear options and business impact analysis
- Coordinating teams and vendors through integrations, testing, adoption, and launch readiness, including security, privacy, and compliance reviews
- Supporting quarterly and annual planning with clear visibility into progress and delivered outcomes
- Contributing to building a strong TPM team by sharing practices, supporting colleagues, and turning lessons into improvements
This is an individual contributor role reporting to the Director of Technical Program Management. As an early member of a growing Tech PMO, you'll help shape how the organization plans, solves problems, and delivers together.
Work location: New York City office, hybrid with 3 days in-office per week. Thursdays are required in-office; two other days are flexible.
**Requirements:**
- Experience independently leading complex technical 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 bring structure to ambiguous problems and manage dependencies, risks, and competing priorities
- Record of building trust and influencing decisions across technical and business teams without direct authority
- Clear written and verbal communication, including ability to explain complex issues and recommend courses of action to senior leaders
- Strong ownership and follow-through, with examples of moving work forward when plans change or obstacles arise
**Bonus qualifications:**
- Experience in healthcare, health insurance, or another regulated industry
- Experience in provider platforms, clinical systems, consumer digital products, enrollment, broker/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
