Oscar Health

Staff AI Engineer

Oscar Health
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9 hours ago

Base Salary

$199k - $261k/yr

Responsibilities

  • Lead the design, development, and deployment of AI-driven products and features from zero-to-one prototypes through production systems.
  • Collaborate with product, design, and business teams to understand user needs and deliver measurable outcomes.
  • Experiment with LLMs, RAG, agentic workflows, and emerging AI models and techniques using data and user feedback.
  • Build and scale full-stack applications and intelligent agents that automate complex healthcare workflows.
  • Evaluate and integrate emerging AI technologies and contribute to Oscar’s AI strategy and technical vision.
  • Lead technical teams and cross-pod or cross-company deliverables while mentoring and training junior engineers.

Requirements

  • At least 7 years of professional experience in software engineering, data science, or a related field.
  • At least 5 years leading cross-pod or cross-company deliverables, technical contributions, technical teams, and the application of computer science concepts within teams.
  • At least 5 years setting and enforcing standards for stable, correct, and maintainable code.
  • Strong Python programming skills and experience solving complex, ambiguous problems.
  • Experience designing and analyzing experiments or evaluations.
  • Experience or interest in prototyping full-stack applications.
  • Preferred experience includes healthcare, legal or financial process automation, compliance and privacy requirements, NLP, neural networks, transformers, modern AI frameworks, containerization, deployment tools, or full-stack development.
  • A degree in math, statistics, data science, or engineering is listed as a bonus qualification.
  • Candidates should demonstrate product thinking, rapid prototyping, hands-on coding, and an experimental mindset.

Benefits

  • Hybrid New York City work schedule requiring three in-office days per week, including Thursdays; the other two office days are flexible.
  • Full-time employees receive medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) participation, life and disability insurance, and paid wellness time and reimbursements.
  • Benefits also include unlimited vacation, company equity grants, and annual performance bonuses.
Oscar Health

About Oscar Health

1,001-5,000 employees

Oscar Health is a public health insurance and technology company that sells individual and family ACA plans and small-group coverage, supported by telemedicine and digital tools. It also develops platforms such as the Lucie Health Marketplace to help consumers and ICHRA employees shop for plans and related services. Founded in 2012 and headquartered in New York City, Oscar is listed on the NYSE and operates in multiple U.S. states.

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