Hi, we're Oscar. We're hiring an Associate, Insurance Product & Benefit Execution 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, Insurance Product & Benefit Execution supports the development and delivery of insurance product filings by owning product-specific components of the regulatory filing process for ACA Individual and Small Group (QHP).
This role partners closely with product managers, actuarial, compliance, technology and regulatory operational teams to translate product designs into required filing outputs, leveraging internal systems and tools. The Associate is responsible for ensuring accuracy, consistency, and completeness of product related filing materials, as well as supporting responses to regulatory objections and updates.
This position plays a critical role in enabling timely, high-quality filings by coordinating across teams, managing key deliverables, and maintaining strong operational discipline throughout the filing lifecycle.
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 is: $101,844 - $133,670 per year in New Jersey, New York, and California. The base pay for all other locations is: $91,659 - $120,303 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.
Responsibilities:
Product Filing Execution
- Support development of product-specific components of ACA filings, including benefits, cost-sharing structures, and plan design attributes
- Translate product designs into required formats using internal systems and tools to support simpler filings (e.g., portfolio filing extract tools)
- Ensure accuracy and alignment of product data across filing artifacts and internal systems
- Partner with product managers to validate plan designs and resolve system discrepancies
Regulatory Objections & Updates
- Support analysis and resolution of regulatory objections, including DOI and CMS feedback
- Coordinate with Insurance Product, Technology, Compliance, and Actuarial teams to develop and implement required updates
- Execute against objections, timelines, and resolutions to ensure timely responses
- Maintain documentation of changes and decisions for audibility and consistency
Cross-Functional Coordination
- Partner with Product, Actuarial, Technology, and Compliance teams to gather inputs and align on filing related deliverables
- Communicate requirements, timelines, and dependencies clearly across stakeholders
- Support alignment between product design and downstream filing / implementation processes
Operational Execution & Process Support
- Maintain trackers and documentation to monitor filing deliverables, dependencies, and timelines
- Ensure completion and quality of assigned deliverables across multiple markets
- Identify inconsistencies, risks, or gaps in product data and escalate as needed
- Support continuous improvement of filing workflows, tools, and documentation processes
Data Integrity & Quality Assurance
- Validate product data across systems and filing outputs to ensure consistency and compliance with internal processes
- Support QA processes for product-related filing components prior to submission
- Assist in auditing outputs to ensure alignment with approved product designs
- Ensure compliance with all applicable laws and regulations
- Other duties as assigned
Requirements:
- Bachelor's degree in Business, Healthcare, Economics, Mathematics, Statistics, Finance, or related field or equivalent work experience
- 3+ years of experience in product, analytics, strategy, consulting, or insurance-related roles
- Exposure to ACA individual and QHP products (including Small Group)
- Strong attention to detail and ability to manage multiple deliverables simultaneously
- Ability to work cross-functionally in a fast-paced, deadline driven environment
- Experience operating in cross-functional, fast-paced environments
- Strong analytical, structured problem-solving, and communication skills
- Willingness to travel to 25% of the time.
Bonus Points:
- Familiarity with ACA plan design concepts (e.g., EHB’s, limit language)
- Experience with Oscar internal product configuration and filing systems
- Experience managing trackers, deliverables, and project coordination tasks
- Strong excel and data management skills
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 ([email protected]) 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.
Skills Required
- 3+ years of experience supporting insurance products
- 2+ years of experience with ACA, individual, or small group insurance products
- 2+ years of experience with regulatory filing QA and version control
- 1+ years of experience working in a cross-functional environment
- 1+ years of experience with documentation tools and spreadsheets
Oscar Health Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Oscar Health and has not been reviewed or approved by Oscar Health.
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Healthcare Strength — Employer-sponsored medical coverage for employees and their families with mental-health support is prominently offered. Wellness programming and digital care access add to perceived strength.
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Parental & Family Support — Paid parental leave of 10+ weeks, backup care, and family-forming support (including fertility and adoption benefits) are part of the package. Reproductive‑loss leave is also noted.
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Leave & Time Off Breadth — Multiple time‑off options, wellness days, and an unlimited vacation program for some roles are described. Paid holidays, paid sick time, and a long‑tenure sabbatical broaden time‑away choices.
Oscar Health Insights
What We Do
Health care is broken; we're trying to fix it. The Oscar team is focused on utilizing technology, design and data to humanize health care. We're a group of technology and health care professionals who looked at the current state of the US health care system, got frustrated by the horrible consumer experience, and decided to do something big about it. Backed by a renowned set of investors and advisors, we’ve set out to revolutionize health care.
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