Staff AI Engineer

Hi, we're Oscar. We're hiring a Staff Applied AI Engineer to join our AI team.

Oscar is the first health insurance company built around a full stack technology platform and a 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.

About the role

Join Oscar’s AI team to build and launch transformative AI-powered products that redefine the healthcare experience for millions. As an Applied AI Engineer, Business Enablement you’ll take end-to-end ownership of high-impact projects—conceiving, prototyping, and deploying generative AI solutions that solve real-world problems across the healthcare ecosystem.You’ll work alongside a world-class team of engineers and business leaders, rapidly iterating on ideas and shipping production-ready applications that drive measurable business and user outcomes. You’ll have the autonomy to identify opportunities, experiment with the latest AI models and techniques, and deliver solutions that streamline operations and move the needle for Oscar and our members.

You will report to the Sr. Director, AI.

Work Location: This position is based in our New York City office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required