Senior Applied AI Engineer
Hi, we're Oscar. We're hiring a Senior 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 a Senior Applied AI Engineer, 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 data scientists, 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, improve patient experiences, and move the needle for Oscar and our members.
You will report to the Director, AI.
Work Location:
This is a hybrid role in our New York office (in Hudson Square). You will work part of the time in the office and part of the time remote / work-from-home. #LI-Hybrid
Pay Transparency:
The base pay for this role is: $158,400 - $207,900 per year. You are also eligible for employee benefits, participation in Oscar’s unlimited vacation program, company equity grants, and annual performance bonuses.
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 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.
- Build 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.
- Contribute to Oscar’s AI strategy and technical vision, helping shape the future of healthcare through technology.
- Other duties as assigned
Qualifications
- 5+ years of professional experience in software engineering, data science, or a related field, with a track record of impactful accomplishments
- Strong Python programming skills
- Experience solving complex, ambiguous problems
- Experience designing and analyzing experiments or evaluations
- Experience or an interest in prototyping full-stack applications
Bonus Points
- Experience with the healthcare industry. Familiarity with claims or clinical data.
- Degree in math, statistics, data science, or engineering.
- Our ideal candidate is a data scientist with an engineering background, an engineer with a data science background, or a founder-type who combines product thinking, rapid prototyping, and hands-on coding to deliver real-world impact.
- 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).
- Experimental mindset: comfort with testing hypotheses and iterating on failures.
This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here.
At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.
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.
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Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.
Artificial Intelligence (AI) Guidelines: Please see our AI Guidelines for the acceptable use of artificial intelligence during the interview process at Oscar.
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 Notice to Job Applicants.
Perks and Benefits
Health and Wellness
- Pet Insurance
- Mental Health Benefits
- FSA
- HSA
- Fitness Subsidies
- Health Insurance
- Dental Insurance
- Vision Insurance
- Life Insurance
- Short-Term Disability
- Long-Term Disability
Parental Benefits
- Adoption Leave
- Fertility Benefits
- Family Support Resources
- Non-Birth Parent or Paternity Leave
- Birth Parent or Maternity Leave
- Return-to-Work Program
Work Flexibility
- Remote Work Opportunities
- Flexible Work Hours
- Hybrid Work Opportunities
Office Life and Perks
- Happy Hours
- Commuter Benefits Program
- Casual Dress
- Snacks
Vacation and Time Off
- Personal/Sick Days
- Paid Holidays
- Paid Vacation
Financial and Retirement
- Company Equity
- Performance Bonus
- Financial Counseling
- 401(K) With Company Matching
Professional Development
- Internship Program
- Leadership Training Program
- Access to Online Courses
- Mentor Program
Diversity and Inclusion
- Employee Resource Groups (ERG)
- Diversity, Equity, and Inclusion Program
Company Videos
Hear directly from employees about what it is like to work at Oscar Health.