
1001 - 5000 employees
Founded 2012
⚕️ Healthcare Insurance
🏥 Healthcare
💰 $355M Post-IPO Debt - Oscar Health on 2025-09
Healthcare Insurance • Healthcare
Oscar Health is a technology-driven health insurance company that provides individual, family, and small-group health plans in multiple U. S. states. Oscar combines traditional insurance underwriting with digital-first services — a consumer-facing app, 24/7 virtual urgent care, prescription delivery (including $3 meds in many plans), and dedicated Care Teams — and also operates Oscar Primary Care in some markets. The company emphasizes accessible, affordable, high-quality care and uses AI to improve member experience and care delivery. Insurance policies are underwritten by Oscar's state insurance subsidiaries and the company offers both HMO and other plan types across its markets.
🔥 3 hours ago
🍂 Massachusetts – Remote
💵 $149k - $195.6k / year
⏰ Full Time
🟠 Senior
🎨 Product Designer (UI/UX)
🦅 H1B Visa Sponsor
👻 Ghost score 0%
Where this job comes from
Posted on Oscar Health's careers page, not through a job board
First seen by Remote Rocketship 3 hours ago
Still open on Oscar Health's site. Checked 16 minutes ago.

1001 - 5000 employees
Founded 2012
⚕️ Healthcare Insurance
🏥 Healthcare
💰 $355M Post-IPO Debt - Oscar Health on 2025-09
Healthcare Insurance • Healthcare
Oscar Health is a technology-driven health insurance company that provides individual, family, and small-group health plans in multiple U. S. states. Oscar combines traditional insurance underwriting with digital-first services — a consumer-facing app, 24/7 virtual urgent care, prescription delivery (including $3 meds in many plans), and dedicated Care Teams — and also operates Oscar Primary Care in some markets. The company emphasizes accessible, affordable, high-quality care and uses AI to improve member experience and care delivery. Insurance policies are underwritten by Oscar's state insurance subsidiaries and the company offers both HMO and other plan types across its markets.
• Design trustworthy personalized experiences that help members and Oscar teammates understand context, consider recommendations, and take the next useful action • Explore, design, shape, and reimagine tools that empower Oscar to deliver best-in-class care • Generate and explore ideas using hypothesis-based testing and experimentation • Define product-area vision, contribute to roadmaps, identify opportunities, and shape future vision • Build Oscar Health’s personalization platform using member context, behavioral signals, predictive models, and LLMs • Develop personalization, recommendation, ranking, predictive-modeling, search, decisioning, and applied-AI experiences • Own the end-to-end design process across Oscar surfaces • Develop expert understanding of users and the business domain to inform product strategy • Collaborate with product designers, product managers, marketers, brand designers, engineers, researchers, and others • Define team goals and strategy and connect user and business needs • Manage stakeholder relationships and drive decision-making clarity • Lead workshops, vision activities, and presentations • Set a high bar for visual and interaction design and design systems • Integrate the Oscar brand across product experiences • Report to the Director, Product Design • Comply with applicable laws and regulations
• 6+ years of experience in Product/UX Design • Concrete examples of designing and shipping complex interfaces • 3+ years managing stakeholders directly • Up to 5% travel required
• Employee benefits • Unlimited vacation program • Company equity grants • 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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