Hi, we're Oscar. We're hiring an Associate, Individual and Family Plan Insurance Solutions 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, Individual and Family Plan Insurance Solutions, supports end to end product strategy, research, and delivery across Oscar’s Individual & Family (IFP) and employer-subsidized (e.g., ICHRA) solutions. This role operates horizontally across product lines, partnering with product management, market leadership, actuarial, regulatory, operations, and analytics to support product design decisions, filing readiness, and in-market performance through structured research, analysis, and disciplined execution.

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: $106,812 - $140,190 per year in New Jersey, New York, and California. The base pay for all other locations is: $96,130 - $126,171 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Product Strategy & Research

  • Identify and provide key data and market insights that contribute to the design, launch and management of a product portfolio based on current product performance, competitive market, and new industry trends

  • For a subset of the portfolio, play a key role in determining which products should be added, modified, or discontinued based on product performance results

  • Support product strategy development across on-exchange and employer-subsidized offerings through market research, competitive analysis, and internal performance insights

  • Conduct structured qualitative and quantitative research to inform product design decisions, including benefit structures, cost-sharing approaches, and positioning

  • Track and synthesize regulatory, policy, and market developments and assess potential product impacts

  • Support population and segment based research to understand member and employer needs across portfolios

   

  Cross Functional Execution Support

  • Support execution of product initiatives that span IFP and employer-subsidized solutions

  • Assist in development of product artifacts required for filings, launch readiness, and internal governance

  • Coordinate inputs across product, market, actuarial, regulatory, and operational teams to ensure alignment and completeness

  • Track timelines, dependencies, and risks across multiple concurrent workstreams

   

  Performance Monitoring & Insight Development

  • Support monitoring of post-launch product performance across growth, retention, utilization, and margin metrics

  • Develop analyses to identify emerging risks, performance gaps, and optimization opportunities

  • Prepare materials to support post-launch reviews, remediation discussions, and future year planning

   

  Governance, Quality & Documentation

  • Support QA and validation of product designs, filing materials, and supporting documentation

  • Assist in documenting assumptions, decision, and learnings to support auditability and future cycles

  • Compliance with all applicable laws and regulations

  • Other duties as assigned

Requirements:

• 3+ years experience developing and managing commercial insurance products.

• Travel up to 25% of the time

Bonus points:

• BS/BA degree in a quantitative or healthcare field such as Business, Healthcare, Economics, Mathematics, Statistics, Actuarial Science and Finance or equivalent years of experience.

• 3+ years in a fast-paced, cross-functional environment such as consulting, finance, economics, or business development

• Proven analytical experience with the analytical skills to translate hard data into insight and action

• Prior experience in Health Insurance (Individual and/or Small Employer) and/or Healthcare industry

• Demonstrated ability to navigate ambiguity to drive to outcomes, work with large datasets and distill analyses into actionable business insights with a structured and systematic thought process