Jobs at Oscar

Positions 1,430

Oscar is a technology‑driven health insurer that has built a reputation for combining data science, software engineering, and customer‑centric design to improve healthcare access and affordability. With a mission to make health insurance simpler, Oscar’s products rely on mobile apps, AI recommendation engines, and real‑time analytics that power patient engagement and cost‑control.

Oscar hires across a spectrum of technical and non‑technical positions, from software engineers and data scientists to product managers, user experience designers, and DevOps specialists. Candidates can expect rigorous technical interview pipelines, collaborative cross‑functional teams, and a culture that rewards innovation and iteration. The company also offers roles in data infrastructure, machine learning operations, and cybersecurity to support its expanding digital platform.

Checking Oscar’s listings on Job Transparency gives you a clear view of salary ranges, equity packages, and employee satisfaction scores. By comparing actual compensation data with market benchmarks, you gain leverage in negotiations and insights into which teams value certain skill sets most highly.

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Frequently Asked Questions

What is it like to work at Oscar?
Oscar fosters a fast‑moving, data‑driven environment where engineers and product teams prototype rapidly and iterate based on real user feedback. The company emphasizes continuous learning, with regular hackathons, internal tech talks, and mentorship programs. Employees report a supportive culture that balances autonomy with collaborative problem‑solving, though the pace can be intense during product launches or feature rollouts.
What types of positions are available at Oscar?
Oscar offers a broad range of roles: software engineering (frontend, backend, mobile), data science and analytics, machine learning engineering, product management, UX/UI design, QA automation, DevOps/infra, security, and technical program management. There are also opportunities in customer success tech support, business intelligence, and cloud architecture, making it a one‑stop shop for tech talent across disciplines.
How can I stand out as an applicant for Oscar?
Demonstrate a strong understanding of digital health challenges and how technology can solve them. Highlight experience with scalable web services, data pipelines, or AI models. Showcase a portfolio of open‑source contributions or side projects that reflect clean code, test‑driven development, and user‑centric design. Prepare concrete examples of how you’ve used metrics to drive product decisions, and be ready to discuss how you collaborate across product, design, and engineering teams.

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