Manager, Insurance Product and Benefit Design

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

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 ( ) to make the need for an accommodation known.

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