Senior Analyst, Individual and Family Plan Insurance Solutions

Hi, we're Oscar. We're hiring a Senior Analyst, 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.

The Senior Analyst, Individual and Family Plan Insurance Solutions, provides foundational analytical research and product level support across Oscar’s individual and family (IFP) and employer‑subsidized product portfolios. This role focuses on data analysis, market and competitive research, and performance monitoring of our markets to inform product strategy, design decisions, and execution readiness across on‑exchange and employer‑subsidized (ICHRA) solutions.

This role operates horizontally across product lines and segments, serving as an insight engine for product teams and enabling data‑driven decision making in a regulated, multi‑market environment.

You will report into the Vice President, Insurance Product Innovation and Development.

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

The base pay for this role is: $83,628 - $109,761 per year in New Jersey, New York, and California. The base pay for all other locations is: $75,265 - $98,785 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

• Play a key role in building, maintaining and identifying improvements to models that forecast membership growth and retention rates in support of strategic decisions.
• Conduct market and competitive research across individual and employer‑subsidized health insurance offerings.
• Analyze competitor plan designs, benefit structures, pricing approaches, and positioning.
• Track regulatory and policy developments and support impact assessments for product teams.
• Support population and employer‑segment research initiatives.

• Analyze product performance across growth, retention, utilization, and margin metrics.
• Build and maintain recurring dashboards and performance reports.
• Support deep‑dive analyses for product reviews, remediation efforts, and future‑year planning.
• Identify trends, anomalies, and emerging risks through data analysis.

• Support product teams during filing cycles through data validation, QA, and analytical support.
• Assist in preparation of analytical material required for regulatory submissions and internal reviews.
• Ensure data accuracy and consistency across product artifacts.

• Translate complex analyses into clear, structured insights for product and cross‑functional partners.
• Prepare summaries, exhibits, and briefing materials for product leadership.
• Support documentation of learnings to inform future product cycles.
• Compliance with all applicable laws and regulations.
• Other duties as assigned.

• 1+ years developing and managing commercial insurance products.
• Travel up to 25% of the time.

• 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.
• 1+ 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…