---
title: 'Staff AI Engineer at Oscar Health'
canonical: 'https://feeny.ai/job/staff-ai-engineer-oscar-health-new-york-new-york-nwyzrf3kpcgg'
type: 'job'
last_seen: '2026-09-10'
---

# Staff AI Engineer at Oscar Health

- **Company:** Oscar Health
- **Location:** New York New York, United States
- **Posted:** 2026-08-11
- **Last confirmed live:** 2026-09-10
- **Apply:** http://www.hioscar.com/careers/8119736?gh_jid=8119736

## Job description

Hi, we're Oscar. We're hiring a Staff 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 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 world-class 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.

You will 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.

## 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

- 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.
- 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 automation of legal and financial processes.
- Experience with 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 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](http://hioscar.com/careers/recruitment-fraud-alert).

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.

Artificial Intelligence (AI): Our [AI Guidelines](http://hioscar.com/careers/ai-guidelines) outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

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.

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](https://www.hioscar.com/legal/privacy/).

## About Oscar Health

## Company Overview
- **One-liner**: Oscar Health is a healthcare technology company that builds a full-stack health insurance platform to make high-quality, affordable healthcare accessible for individuals, families, and employers.
- **Entity Type**: Public (NYSE: OSCR)
- **Headquarters**: New York City, USA (TriBeCa)
- **Founded**: 2012
- **Founders**: Mario Schlosser (CTO & Co-Founder); additional co-founders are not publicly detailed in the provided sources.

## Core Business
- **Primary industry**: Health insurance / healthcare technology
- **Target customers**: B2C (individuals, families, Medicare beneficiaries) and B2B (employers through Small Group plans and ICHRA)
- **Mission**: “Make a healthier life accessible and affordable for all.”

## Products & Services
- **Oscar Individual & Family Plans** – Health insurance sold on- and off-exchange, featuring $0 virtual urgent care, $3 generic medications, and dedicated Care Teams.
- **Medicare Advantage** – Medicare health plans launched in 2020, available in select states.
- **Oscar for Employers (Small Group / ICHRA)** – Employer-sponsored health benefits, including Individual Coverage Health Reimbursement Arrangements (ICHRA).
- **Oscar Provider Platform** – A technology platform that connects providers with Oscar’s member engagement tools.
- **Oscar App & Care Router** – Digital engagement platform that routes members to appropriate care (virtual or in-person) and enables 24/7 communication with a Care Team.

## Market Standing
- **Valuation/Market Cap**: Not directly provided in the search results; as a public company, market cap is available via SEC filings (e.g., ~$6B as of recent market data, but not confirmed in these sources).
- **Key Metric**: Serves approximately 1.6 million members as of August 2024 (the company also reports a figure of ~3.2 million members, possibly including additional plan types or a different measurement).
- **Notable Investors/Partners**: Not specified in the provided search results; the company went public in 2021 and counts major venture firms among its early investors.
- **Growth Signals**: Active in 20 states; member base grew from 1 million in 2022 to over 1.6 million; launched Medicare Advantage in 2020; has 238 active job postings as of the search date, indicating expansion.

## Competitive Advantages
- **Full-stack technology platform** – Oscar owns the entire insurance stack (claims, care management, provider network), enabling data-driven personalization and member engagement.
- **High member trust and engagement** – 68% of members trust Oscar for care guidance; 44% are digitally engaged; Net Promoter Score of 66; 76% have interacted with digital or Care Team channels.
- **Care Team model** – Every member is assigned a dedicated Care Team that coordinates care, reduces costs, and improves outcomes.
- **Virtual care integration** – $0 virtual urgent care with 97% member satisfaction; virtual primary care in some markets.

## Strategic Focus
- **Geographic expansion** – Entering new states and markets, including Medicare Advantage.
- **AI and technology** – Actively investing in AI to improve care routing, cost savings, and member experience (see “AI @ Oscar” page).
- **Provider platform growth** – Scaling the Oscar Provider Platform to partner with independent providers and health systems.
- **Employer market** – Expanding ICHRA and Small Group offerings to reach more businesses.

## Why Work Here
- **Mission-driven culture** – “Change healthcare for good” with a focus on making insurance simple, transparent, and human. Values include transparency, grit, scientific thinking, and “members above all.”
- **Comprehensive benefits** – Health insurance (obviously), 10+ weeks of parental leave, wellness days, fitness classes, mental health support, 401(k) plan, HSAs, and learning & development programs.
- **Offices** – Headquarters in New York City (TriBeCa), plus offices in Los Angeles (Silicon Beach) and Tempe, Arizona (Health Hub). Remote/hybrid policy not explicitly stated, but many roles appear location-flexible.
- **Growth opportunity** – With 238 open positions and recent member growth, employees can work on challenging problems at scale.
- **Diverse and inclusive environment** – Publishes a diversity report and emphasizes belonging; employees describe culture as collaborative and high-impact.

## Sources
1. [hioscar.com/about](https://www.hioscar.com/about)
2. [hioscar.com/careers](https://www.hioscar.com/careers)
3. [hioscar.com/careers/life](https://www.hioscar.com/careers/life)
4. [linkedin.com/company/oscar-health](https://www.linkedin.com/company/oscar-health)
5. [hioscar.com](https://www.hioscar.com/)

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