Director, Applied AI and Business Solutions

Hi, we're Oscar. We're hiring a Director, Applied AI and Business Solutions to join our Applied AI and Business Solutions team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless 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:

You will be focused on transforming Oscar's business through the application of cutting edge AI including increasing efficiency, reducing costs, mitigating risk, driving increased revenue, and improving member and provider experience. You will shape and drive Oscar's AI strategy, leading initiatives across the organization, including identifying, scoping and prioritizing key AI investments with high return for the business across both back office operational functions and externally facing member and provider applications. This work will be done in tight collaboration with the AI engineering team.

You will report into the SVP, Member and Provider Strategy.

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: $192,000 - $252,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.

Responsibilities:

• Monitor AI projects across the organization, helping identify opportunities, risk, and building internal awareness of the capabilities and applications of AI in how we work.
• Conduct internal and external diligence, problem structuring, and solutioning
• Research internal experts, external experts, primary/secondary resources, and potential vendor solutions
• Collaborate with internal teams to shape perspective on how to apply AI with the highest leverage in their respective areas
• Synthesize / author readouts, focusing on areas that drive direct action
• Oversee project management to ensure appropriate structuring and documentation across complex improvement efforts
• Operate with a sense of ownership and with pace
• Compliance with all applicable laws and regulations
• Other duties as assigned

Requirements:

• Bachelor's degree or 4+ years of commensurate experience in operations, strategy or business analysis
• 10+ years experience operations, strategy, or business analysis
• 6+ years experience using data and metrics to drive improvements in programs
• 6+ years experience using Excel/Sheets (charts, pivot tables, advanced formulas) and Powerpoint/Slides

Bonus points:

• Experience applying AI solutions to operations
• 6+ years experience in healthcare (Health Insurance, Health Systems, or Healthcare Consulting)
• Technical experience with AI as a product manager or business user, including product and vendor evaluation, aligning solutions with business and function requirements, and leading cross-functional teams through successful integration and adoption in business operations
• Experience in a fast-paced operations or strategy environments, and operating with many stakeholders
• Successfully executed cross functional initiatives: defined project plans, coordinated resources, managed implementation activities, and developed all processes associated with program rollout and ongoing support
• Healthcare experience (Health Insurance, Health Systems, or Healthcare Consulting)
• Consulting experience
• MBA, MD

Client-provided location(s): New York, NY

Job ID: 7373785

Employment Type: OTHER

Posted: 2025-11-04T23:33:19