Associate Director, Insurance Product Innovation & Emerging Solutions
Oscar Health · Remote
Experience: 8+ years of experience
Hi, we're Oscar. We're hiring an Associate Director, Insurance Product Innovation & Emerging Solutions to join our Insurance Product Development 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:
The Associate Director, Insurance Product & Emerging Solutions leads the strategy, development, and scaling of innovative health solutions across Oscar's individual market portfolio. This includes product innovation, member incentives, and engagement platforms and emerging solution concepts.
You will lead the translation of enterprise and market strategies into unique, scalable, and compliant product offerings, driving end-to-end product lifecycle performance, from concept through launch, optimization, and growth. The Associate Director partners to provide solutions that improve member experience, retention, affordability, and long-term portfolio value.
You will report into the Vice President, Insurance Product Innovation and Development.
Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote
Pay Transparency: The base pay for this role in the states of California, Connecticut, New Jersey, New York, and Washington is:
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:
The Associate Director, Insurance Product & Emerging Solutions leads the strategy, development, and scaling of innovative health solutions across Oscar's individual market portfolio. This includes product innovation, member incentives, and engagement platforms and emerging solution concepts.
You will lead the translation of enterprise and market strategies into unique, scalable, and compliant product offerings, driving end-to-end product lifecycle performance, from concept through launch, optimization, and growth. The Associate Director partners to provide solutions that improve member experience, retention, affordability, and long-term portfolio value.
You will report into the Vice President, Insurance Product Innovation and Development.
Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote
Pay Transparency: The base pay for this role in the states of California, Connecticut, New Jersey, New York, and Washington is:
63,944-
15,176 per year. The base pay for this role in all other locations is::
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Public study materials
- Python (Python)
- Python Fundamentals · basic
- Control Flow · basic
- Strings · basic
- Collections / Data Structures · basic
- Functions · basic
- Modules and Packages · basic
- File Handling · basic
- Exception Handling · basic
- Object-Oriented Programming (OOP · medium
- Advanced Python Concepts · advance
- Functional Programming · advance
- Multithreading & Multiprocessing · advance
- Async Programming · advance
- System Architecture (System Architecture)
- Fundamentals of System Architecture · basic
- Distributed System Basics · basic
- System Reliability Concepts · basic
- Scaling Concepts · basic
- Networking Basics · basic
- Web Communication · basic
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- Proxy & Delivery Systems · basic
- Web Architecture Basics · basic
- Rendering Architectures · basic
- Frontend Advanced Concepts · basic
- Message Queue Basics · medium
- What is Load Balancer · medium
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- Security Tokens · medium
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- SQL Database Basics · medium
- SQL Scaling Concepts · medium
- NoSQL Databases · medium
- Database Optimization · medium
- Replication Strategies · medium
- Caching Basics · medium
- Cache Storage Systems · medium
- Cache Strategies · medium
- Event-Driven Systems · advance
- Queue Reliability · advance
- Microservices Basics · advance
- Microservice Communication · advance
- Distributed Transactions · advance
- DevOps Basics · advance
- Automation Tools · advance
- Deployment Strategies · advance
- Monitoring Basics · advance
- Monitoring Tools · advance
- Distributed System Concepts · advance
- Distributed Algorithms · advance
- Express.js — Web APIs & middleware (expressjs)
- Application setup · basic
- Routing deep dive · basic
- 1. MVC / Layered Architecture · medium
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- File uploads · medium
- Sessions & auth (stateful) · medium
- Passport & strategies · medium
- Templating & SSR · medium
- WebSockets & SSE · medium
- Security middleware · advance
- Reverse proxies & trust · advance
- Performance · advance
- API design & versioning · advance
- Testing with Supertest · advance
- GraphQL & tRPC (overview) · advance
- Deployment checklist · advance
- Middlewares · basic
- Request & Response · basic
- System Designing (System Designing)
- Day-1 : What is system Designing ? · basic
- Day-2 : Vertical vs. Horizontal Scaling · basic
- Day-3:How to do vertical scaling ? · basic
- Day4:How to do horizaontal scaling ? · basic
- Day:5TCP vs UDP · basic
- Day6:IP & DNS · basic
- Day7:Client-Server Model · basic
- Day8:HTTP & HTTPS · basic
- Databases (SQL vs NoSQL) · medium
- Caching · medium
- Day9:Latency & Throughput · basic
- Load Balancing · medium
- Indexes & Query Optimization · medium
- CDN · medium
- Proxies · medium
- Message Queues · medium
- Horizontal vs Vertical Scaling · medium
- Database Replication · advance
- Database Sharding · advance
- Consistent Hashing · advance
- CAP Theorem · advance
- Rate Limiting · advance
- Service Discovery · advance
- Event-Driven Architecture · advance
- API Gateway · advance
- Distributed Consensus · expert
- Microservices · expert
- Observability · expert
- Idempotency · expert
- PACELC Theorem · expert
- Two-Phase Commit · expert
- Back-of-Envelope Estimation · expert
- Designing for Failure · expert
- SQL (SQL)
- SQL Fundamentals · basic
- Database Operations · basic
- Table Operations · basic
- CRUD Operations · basic
- Filtering & Operators · basic
- SQL Functions · basic
- GROUPING Data · basic
- Joins · medium
- Constraints · basic
- Subqueries · medium
- Set Operators · medium
- Views · medium
- Indexes · medium
- Normalization · advance
- Transactions · advance
- Stored Procedures & Functions · advance
- Triggers · advance
- Advanced SQL · advance
- Query Optimization · advance
- Database Design · advance
- SQL Security · advance
- Backup & Recovery · advance
- Questions · interview questions
- Django (Django)
- What is Django · basic
- Installing Django · basic
- Features of Django · basic
- MVT Architecture · basic
- Django vs Flask · basic
- Creating Project & Creating App · basic
- Django Project Structure · basic
- URL Routing · basic
- Views · basic
- Templates · basic
- Static & Media Files · medium
- Models · medium
- ORM (Object Relational Mapping) · medium
- Model Relationships · medium
- Migrations · medium
- Django Admin · medium
- Forms · medium
- Authentication · medium
- Authorization · medium
- Middleware · medium
- Signals · medium
- Class Based Views Deep Dive · advance
- Generic Views · advance
- File Handling · advance
- Django REST Framework (DRF) · advance
- Advanced ORM · advance
- Caching · advance
- Asynchronous Django · advance
- Background Tasks · advance
- Interview Questions · interview-questions
- JavaScript (JavaScript)
- JS Introduction · basic
- Variables & Data Types · basic
- Operators · basic
- Control Flow · basic
- Functions · basic
- Scope & Execution · basic
- Closures · basic
- Objects · basic
- Arrays · basic
- Strings · basic
- DOM Manipulation · basic
- Browser APIs · medium
- Asynchronous JavaScript · medium
- Fetch & APIs · medium
- ES6+ Features · medium
- OOP in JavaScript · medium
- Prototype & Inheritance · advance
- Advanced Functions · advance
- Memory Management · advance
- Error Handling · advance
- Modules · advance
- Advanced Async Concepts · advance
- Functional Programming · advance
- JavaScript Internals · advance
- Performance Optimization · advance
- Angular (Angular)
- Angular Fundamentals · basic
- Project Structure · basic
- Components & Templates · basic
- Data Binding · basic
- Directives · basic
- Pipes · basic
- Component Communication · basic
- Lifecycle Hooks · basic
- Routing Basics · basic
- Routing · basic
- API Calls · basic
- Forms · medium
- Routing · medium
- Services & Dependency Injection · medium
- RxJS & Observables · medium
- Authentication & Security · medium
- Component Interaction · medium
- State Management Basics · medium
- Error Handiling · medium
- Perfomance Basic · medium
- Real World Features · medium
- Advanced Angular Architecture · advance
- Change Detection · advance
- Advanced RxJS · advance
- State Management · advance
- Dynamic Rendering · advance
- Perfomance Optimization · advance
- Modern Angular · advance
- STAR (Situation, Task, Action, and Result) (Situation Based Questions)
- Node.js — Server-side JavaScript (nodejs)
- Getting started · basic
- JavaScript on the server · basic
- CommonJS modules · basic
- ES modules (ESM) · basic
- npm & package management · basic
- Asynchronous JavaScript in Node · basic
- The event loop · basic
- Essential core utilities · basic
- process & configuration · basic
- File system basics · basic
- HTTP & HTTPS servers · medium
- Streams · medium
- Events & EventEmitter · medium
- Advanced filesystem · medium
- crypto · medium
- Compression & encoding · medium
- Child processes · medium
- net, dgram & DNS · medium
- readline, timers & scheduling · medium
- Testing & diagnostics (intro) · medium
- Worker threads · advance
- cluster & multi-process scaling · advance
- Performance & tuning · advance
- Debugging & observability · advance
- Security hardening · advance
- Native addons & N-API · advance
- Architecture patterns · advance
- Graceful shutdown · advance
- 100 Questions · interview questions
- MongoDB — Documents & data modeling (MongoDB)
- Introduction · basic
- Shell, Compass & tools · basic
- Databases & collections · basic
- CRUD operations · basic
- Indexes deep dive · medium
- Explain plans & performance · medium
- Aggregation framework · medium
- Schema design patterns · medium
- Mongoose basics · medium
- Mongoose advanced · medium
- Drivers & connection · medium
- Operators for updates & arrays · medium
- Replication & read preferences · advance
- Write concern & read concern · advance
- Multi-document transactions · advance
- Change streams · advance
- Sharding (overview) · advance
- Atlas Search & full-text · advance
- GridFS & large files · advance
- Backup, restore & ops · advance
- AWS Crash Course (AWS)
- What is Cloud ? · basic
- What is AWS ? · basic
- If not cloud ? · basic
- Cloud Computing · basic
- AWS Pricing · basic
- AWS Shared Responsibility Model · basic
- AWS Management Console · basic
- AWS SDKs · basic
- AWS IAM · medium
- Users, Groups, Roles · medium
- Policies · medium
- AWS Organizations · medium
- AWS Cognito · medium
- AWS Directory Service · medium
- AWS KMS (Key Management Service) · medium
- AWS Secrets Manager · medium
- AWS Shield · medium
- AWS WAF · medium
- AWS Inspector · medium
- AWS GuardDuty · medium
- EC2 · advance
- Launching EC2 Instances · advance
- EBS Volumes · advance
- Security Groups · advance
- Key Pairs · advance
- Elastic IP · advance
- User Data Scripts · advance
- Auto Scaling · advance
- Load Balancers · advance
- ALB · advance
- NLB · advance
- Serverless Compute ,AWS Lambda, Lambda Layers · advance
- Event-Driven Architecture · advance
- ECS · advance
- EKS · advance
47,549-
93,658per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses.
Responsibilities:
• Product Strategy & Innovation
• Lead the development of product and innovation strategies across the individual market and new solution spaces
• Translate enterprise and market priorities into relevant product strategies, value propositions, and expansion roadmaps
• Identify and scale new growth opportunities, including lifestyle-oriented products, population-specific solutions, and adjacent offerings
• Define market-specific right-to-win strategies, competitive positioning, and investment priorities
• Lead development of business cases, including return on investment, growth, and margin impact in partnership with actuarial and finance
• Promote optimization of product performance using member insights, behavioral data, and market intelligence
Portfolio Design, Integration, and Lifecycle Ownership
• Ensure new solutions integrate with existing product portfolio, benefit design standards, and member value propositions
• Improve modular product design to improve scalability, consistency, and speed to market across markets
• Manage product lifecycle performance, including launch readiness, post-launch optimization, and long-term sustainability
• Partner with product execution, compliance, and regulatory teams to ensure readiness and adherence to all requirements
Incentive Platform & Product Partnerships
• Build design and execution of the member incentives platform (rewards, engagement programs, and vendor partnerships)
• Define and innovate the program structure, eligibility, and value proposition in consideration of member engagement and retention goals
• Partner with other teams and external vendors to provide scalable, compliant incentive solutions
• Support ongoing refinement post-launch of incentive platform and partnership models, based on data-driven insights to promote membership engagement
Cross-Functional Leadership
• Be the senior connector across actuarial, network, market leadership, compliance, regulatory, finance, and growth teams
• Promote agreement, ensuring decision-making and execution
• Manage dependencies, timelines, and trade-offs alongside peers to ensure execution and delivery of results
• Influence strategic decisions across a matrixed organization without direct authority
• Lead complex programs spanning multiple markets, partners, and products
• Influence decisions and guide progress across a matrixed organization
• Analyze results and provide recommendations to improve product performance or scaling of geographies, based on data-driven insights
• Provide leadership oversight for direct report(s), including coaching, conducting frequent meetings, direction.
• Compliance with all applicable laws and regulations
• Other duties as assigned
Requirements:
• Bachelor's degree
• 8+ years of experience in health insurance, product strategy, ACA marketplace, or small group product fields
• Experience leading a team without authority and building/developing processes that lead to improved speed to market
• Experience supporting or managing product lifecycle execution, including design and launch
• Experience working in a matrixed environment
• Experience managing complex programs (e.g., growth, product innovation) with multiple matrixed partners
• Willingness to travel up to 25% of the time.
Bonus points:
• MBA, MHA, or other advanced degree
• Experience with ACA marketplace and Small Group products, EHB requirements, and multiple state/federal regulatory guidance
• Experience with incentives, rewards, or member engagement platforms
• Exposure to QHP product filing efforts (e.g., PBT, SBC, SOB, and SERFF)
• Experience working with external vendors and cross-collaborative hybrid partners
• Familiarity with product innovation, pilot programs, or new product development programs
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.
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.
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 .
Responsibilities:
• Product Strategy & Innovation
• Lead the development of product and innovation strategies across the individual market and new solution spaces
• Translate enterprise and market priorities into relevant product strategies, value propositions, and expansion roadmaps
• Identify and scale new growth opportunities, including lifestyle-oriented products, population-specific solutions, and adjacent offerings
• Define market-specific right-to-win strategies, competitive positioning, and investment priorities
• Lead development of business cases, including return on investment, growth, and margin impact in partnership with actuarial and finance
• Promote optimization of product performance using member insights, behavioral data, and market intelligence
Portfolio Design, Integration, and Lifecycle Ownership
• Ensure new solutions integrate with existing product portfolio, benefit design standards, and member value propositions
• Improve modular product design to improve scalability, consistency, and speed to market across markets
• Manage product lifecycle performance, including launch readiness, post-launch optimization, and long-term sustainability
• Partner with product execution, compliance, and regulatory teams to ensure readiness and adherence to all requirements
Incentive Platform & Product Partnerships
• Build design and execution of the member incentives platform (rewards, engagement programs, and vendor partnerships)
• Define and innovate the program structure, eligibility, and value proposition in consideration of member engagement and retention goals
• Partner with other teams and external vendors to provide scalable, compliant incentive solutions
• Support ongoing refinement post-launch of incentive platform and partnership models, based on data-driven insights to promote membership engagement
Cross-Functional Leadership
• Be the senior connector across actuarial, network, market leadership, compliance, regulatory, finance, and growth teams
• Promote agreement, ensuring decision-making and execution
• Manage dependencies, timelines, and trade-offs alongside peers to ensure execution and delivery of results
• Influence strategic decisions across a matrixed organization without direct authority
• Lead complex programs spanning multiple markets, partners, and products
• Influence decisions and guide progress across a matrixed organization
• Analyze results and provide recommendations to improve product performance or scaling of geographies, based on data-driven insights
• Provide leadership oversight for direct report(s), including coaching, conducting frequent meetings, direction.
• Compliance with all applicable laws and regulations
• Other duties as assigned
Requirements:
• Bachelor's degree
• 8+ years of experience in health insurance, product strategy, ACA marketplace, or small group product fields
• Experience leading a team without authority and building/developing processes that lead to improved speed to market
• Experience supporting or managing product lifecycle execution, including design and launch
• Experience working in a matrixed environment
• Experience managing complex programs (e.g., growth, product innovation) with multiple matrixed partners
• Willingness to travel up to 25% of the time.
Bonus points:
• MBA, MHA, or other advanced degree
• Experience with ACA marketplace and Small Group products, EHB requirements, and multiple state/federal regulatory guidance
• Experience with incentives, rewards, or member engagement platforms
• Exposure to QHP product filing efforts (e.g., PBT, SBC, SOB, and SERFF)
• Experience working with external vendors and cross-collaborative hybrid partners
• Familiarity with product innovation, pilot programs, or new product development programs
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.
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.
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 .