Startups · AI

Manager, Insurance Product and Benefit Design

Oscar AI · Remote · Remote

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About Oscar AI

Oscar is an AI operations analyst that watches every location 24/7, catching revenue leaks, labor inefficiencies, and compliance risks, then delivering the alerts, reports, and action plans your team needs to fix them fast. Backed by Techstars.

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.

What they're looking for

  • 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
More about this role

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.

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,...

Read the full posting on Oscar AI's site ↗

Insurance Operations

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