Applied AI Engineer

Responsibilities

• Lead the design, development, and deployment of AI-driven products and features, from zero-to-one prototypes to robust production systems.
• Collaborate cross-functionally with product, design, and business teams to deliver solutions that move key metrics.
• Rapidly experiment with new models, techniques, and tools including LLMs, RAG, and agentic workflows.
• Build and scale full-stack applications and intelligent agents that automate complex healthcare workflows.
• Stay on the cutting edge of the AI ecosystem to keep Oscar at the forefront of healthcare innovation.

Requirements

• 7+ years of professional experience in software engineering, data science, or a related field.
• Strong Python programming skills.
• Experience designing and analyzing experiments or evaluations.
• Experience or a strong interest in prototyping full-stack applications.
• Proven ability to solve complex, ambiguous problems.

Preferred Qualifications

• Experience in the healthcare industry, specifically with claims or clinical data.
• Degree in math, statistics, data science, or engineering.
• Experience with NLP, neural networks, transformers, and modern AI frameworks.
• Knowledge of containerization and deployment tools (e.g., Docker, Kubernetes) or full-stack development (e.g., React, Golang).
• An experimental mindset with comfort testing hypotheses and iterating on failures.

Benefits

• Competitive base salary ($163,944 - $236,911 per year).
• Company equity grants and annual performance bonuses.
• Unlimited vacation program.
• Comprehensive medical, dental, and vision benefits.
• 401(k) plan participation and paid parental leave.

About the Company

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.