Manager, Insurance Product and Benefit Design
Oscar Health
Remote · New York, NY · Posted September 23, 2026
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About the job
Hi, we're Oscar. We're hiring a Manager, Insurance Product and Benefit Design 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 Manager, Insurance Product & Benefit Design supports the development of health insurance plan designs across assigned markets. You will translate market strategy and regulatory requirements into detailed benefit designs, ensuring accuracy across systems, filings, and member-facing materials. This position partners cross-functionally with actuarial, regulatory, network, market leadership, clinical, and operational teams to deliver high-quality, compliance, and competitive health plans.
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: $135,792- $178,227 per year. The base pay for this role in all other locations is:: $122,212- $160,404 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program company equity grants and annual performance bonuses.
Responsibilities:
Help develop insurance plan designs, including benefits, cost-sharing, and network structures
Translate strategic direction and regulatory requirements into detailed, executable benefit configurations
Ensure plan designs are reflected across internal systems and regulatory filings
Partner with actuarial, regulatory, and compliance teams to validate benefit structures and cost-sharing agreement
Support execution of the product lifecycle from design through filing, implementation, and launch readiness
Maintain disciplined operating rhythms across design and filing cycles, ensuring timelines, dependencies, and deliverables are consistently met
Improve process optimization and standardization across markets to improve scalability, reduce defects, and enhance speed to market
Lead continuous improvement efforts across product design and filing workflows, identifying inefficiencies and implementing sustainable solutions
Perform QA across plan designs, filings, and system configurations to ensure accuracy and compliance
Identify and escalate inconsistencies or risks in design and execution
Coordinate across partners to ensure accurate delivery of plans
Support market, competitive, and regulatory analysis to inform plan design decisions
Help monitor plan performance and identification of improvement opportunities post-launch
Compliance with all applicable laws and regulations
Other duties as assigned
Requirements:
Bachelor's degree in business, healthcare, economics, finance, or related field
5+ years of experience in health insurance product, ACA benefit design, regulatory filings, or related functions
Operations experience following regimented processes associated with product development and regulatory filing processes, including ability to recommend process improvements for scale and optimization
Knowledge of the ACA and small group plan design space, including cost-sharing structures, metal tiers, and essential health benefits
Experience supporting regulatory filings and/or working with filing artifacts (e.g., PBTs, SOBs, SBCs)
Strong attention to detail with experience managing complex benefit configurations across systems and documentation
Experience working in cross-functional, matrixed environments (e.g., actuarial, finance, regulatory, network, and operations)
Demonstrated ability to analyze data and support design and execution decisions
Willingness to travel up to 25% of the time.
Bonus points:
Experience configuring or supporting plan builds in product systems
Familiarity with AV calculators, SBC calculators, and regulatory validation processes
Exposure to multi-state product environments and varying regulatory requirements
Experience supporting plan development, including QA and go-to-market readiness
Prior experience in ACA or small group lines of business
Experience with SQL or data tools.
This is an authentic Oscar Health job opportunity.
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 .