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About the Role

Oscar is seeking a Group Product Manager to lead the product team responsible for platforms that facilitate member coverage and support. This role will own a complex product area involving coverage data integrations, APIs, billing, payments, and support team tools. The Group Product Manager will set the vision and strategy, modernize legacy tooling, enhance the member and agent experience, and ensure platform scalability. This is a cross-functional role requiring collaboration with Engineering, Operations, Data, Design, and business leaders, as well as leadership and development of a product management team.

Responsibilities

Define the vision, strategy, and roadmap for Oscar’s Member Coverage & Support platforms.
Lead product strategy across technical systems that support member coverage, billing, payments, service workflows, integrations, and APIs.
Manage, mentor, and develop a team of product managers.
Partner with Engineering, Operations, Data, Design, and business leadership to modernize legacy tools and improve platform scalability, usability, and reliability.
Improve the tools and workflows that help support teams resolve complex member issues quickly and accurately.
Drive measurable improvements in operational and member experience outcomes, including first call resolution, call duration, escalation rates, and issue resolution quality.
Develop product strategies for an evolving support model, including increased use of AI for simpler inquiries and a growing need for human agents to handle more complex cases.
Translate complex technical and operational concepts into clear priorities, recommendations, and narratives for non-technical stakeholders.
Make thoughtful roadmap and resource tradeoff decisions across a broad, seasonal, and business-critical product surface.
Identify opportunities to reduce operational friction, improve agent effectiveness, and create a more seamless end-to-end member journey.
Ensure compliance with all applicable laws and regulations.
Perform other duties as assigned.

Requirements

7+ years of product management experience.
2+ years of people management experience.
Experience leading technical platform products, internal tools, workflow systems, APIs, or integrations.
Experience managing complex product areas with multiple stakeholders, systems, and operational dependencies.
Strong communication skills, including the ability to translate technical complexity into clear business and product strategy.
Strong analytical skills and experience using data to identify opportunities, prioritize work, and measure success.
Experience in healthcare, insurance, fintech, or another regulated and operationally complex industry (Bonus).
Experience improving support operations through tooling, automation, AI, workflow redesign, or agent-facing products (Bonus).

Location

San Francisco, CA

Work Type

Remote

Experience Level

7+ years of product management experience
2+ years of people management experience

Salary/Compensations

$180,504.00 - $236,911.50 per year

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
Participation in Oscar's unlimited vacation program
Company equity grants
Annual performance bonuses

About the Company

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members.
We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

Equal Opportunity

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support.
We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.
Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation.