Oscar Health: Staff AI Engineer — New York, New York, United States

About Oscar Health

Oscar Health is a health-insurance business built around a technology platform and member services. Its recruitment board also describes Oscar Medical Group activities in virtual health assessments and virtual care. Those notices reflect distinct parts of the wider operation: insurance products and member administration alongside clinical services. Technology, insurance operations and care delivery consequently appear in different roles on the board, with the employing team determining the service and professional responsibilities of an individual position.

The position and its setting

Oscar Health lists Staff AI Engineer in New York, New York, United States, under reference 8119736. The details below separate the work described by the employer from essential conditions, preferred experience and practical preparation advice.

• Department: Engineering
• Employer listing date: 12 August 2026

Responsibilities and work described

• 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 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
• 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 in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid
• Pay Transparency: The base pay for this role is: $198,720 - $260,820 per year
• You are also eligible for employee benefits, participation in Oscar’s unlimited vacation program, company equity grants, and annual performance bonuses
• Leadership: the design, development, and deployment of AI-driven products and features, from zero-to-one prototypes to robust production systems
• Collaboration: cross-functionally with product, design, and business teams to deeply understand user needs and deliver solutions that move key metrics
• Rapidly experiment with new models, techniques, and tools (including LLMs, RAG, and agentic workflows), iterating based on data and user feedback
• Building: and scale full-stack applications and intelligent agents that automate complex healthcare workflows and deliver seamless user experiences
• Stay on the cutting edge of the AI ecosystem, evaluating and integrating emerging technologies to keep Oscar at the forefront of healthcare innovation
• Contribution: to Oscar’s AI strategy and technical vision, helping shape the future of healthcare through technology

Essential requirements and candidate background

• 7+ years of professional experience in software engineering, data science, or a related field, with a track record of impactful accomplishments
• 5+ years of experience as a leader of cross-pod or cross-company deliverables
• 5+ years of experience leading technical contributions, improving the quality of what your teams create
• 5+ years of experience with practical application of CS concepts within their team
• 5+ years of experience setting and enforcing the standard for writing stable, correct, and maintainable code
• 5+ years of experience leading technical teams including mentoring and training more junior engineers
• Python programming skills
• Experience solving complex, ambiguous problems
• Experience designing and analyzing experiments or evaluations
• Experience or an interest in prototyping full-stack applications

Experience and professional background

• Experience: the healthcare industry

Preferred experience and additional strengths

• Familiarity: automation of legal and financial processes
• Experience: compliance and privacy requirements
• Degree in math, statistics, data science, or engineering
• Our ideal candidate is a product manager with an engineering background, an engineer with a product background, or a founder-type who combines product thinking, rapid prototyping, and hands-on coding to deliver real-world impact
• Experience: NLP, neural networks, transformers, and modern AI frameworks
• Knowledge: containerization and deployment tools (e.g., Docker, Kubernetes) or full-stack development (e.g., React, Golang)
• Experimental mindset: comfort with testing hypotheses and iterating on failures
• This is an authentic Oscar Health job opportunity
• Pay Transparency: Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience
• Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements
• Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts
• California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy

Location, schedule and contract conditions

For this overseas or regional listing, confirm work authorisation and any location restrictions with the employer. The location does not establish visa sponsorship or permission to work remotely from India.

• 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
• Advertised location: New York, New York, United States

Pay and application dates

A verified salary figure is not established in this article. An online estimate for another Staff AI Engineer vacancy is not an offer for reference 8119736; use the employer’s own pay disclosure and recruitment communication.

A closing date is not confirmed in this article. Check the current employer page before submitting: an undated posting can change or be withdrawn.

How to apply to Oscar Health

Applications follow the official employer page linked below.

Open the official Oscar Health posting below and match the title and reference 8119736.

Compare your qualifications and experience with the essential conditions for the New York, New York, United States position, then read the preferred criteria separately.

Prepare an accurate CV and the supporting items requested in that employer’s application. Provide only information and documents you are authorised to share.

Use the employer’s application option, complete the required fields and review the submission. Retain the acknowledgement when one is provided. Job Alerts World does not receive the application.

Practical preparation: Python

Python work is easier to assess through a concrete example than a list of libraries. Explain the problem, the input data, the parts you implemented and how you checked the output. Include a repository or a short technical note when you can share it.

Relevant skills

• Python
• Kubernetes
• Docker
• AI/ML
• LLMs
• React
• AI
• compliance
• insurance
• training