# Manager, Insurance Product and Benefit Design at Oscar AI

- Company: Oscar AI
- What the company does: 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.
- Company website: https://oscar.ai
- Type: Startups (AI role)
- Level: Senior
- Location: Remote
- Work setup: Remote
- Pay: $136K to $178K base salary per year (USD)
- Posted: 2026-09-23
- Apply by: 2026-11-07
- Apply: https://job-boards.greenhouse.io/oscar/jobs/8201964
- Page: https://www.1752.vc/careers/jobs/oscar-ai-manager-insurance-product-and-benefit-design/

## 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

Tags: Insurance Operations