Associate, Insurance Product & Benefit Execution

Summary

Oscar Health is a health insurance company built around a full-stack technology platform and a focus on serving its members. The Associate, Insurance Product & Benefit Execution supports the development and delivery of ACA Individual and Small Group product filings by translating product designs into filing outputs, coordinating cross-functional deliverables, and ensuring accuracy and compliance. The role also supports regulatory objection responses, quality assurance, documentation, and process improvement.

Responsibilities

• Support development of product-specific components of ACA filings, including benefits, cost-sharing structures, and plan design attributes
• Translate product designs into required formats using internal systems and tools to support simpler filings (e.g., portfolio filing extract tools)
• Ensure accuracy and alignment of product data across filing artifacts and internal systems
• Partner with product managers to validate plan designs and resolve system discrepancies
• Support analysis and resolution of regulatory objections, including DOI and CMS feedback
• Coordinate with Insurance Product, Technology, Compliance, and Actuarial teams to develop and implement required updates
• Execute against objections, timelines, and resolutions to ensure timely responses
• Maintain documentation of changes and decisions for audibility and consistency
• Partner with Product, Actuarial, Technology, and Compliance teams to gather inputs and align on filing related deliverables
• Communicate requirements, timelines, and dependencies clearly across stakeholders
• Support alignment between product design and downstream filing / implementation processes
• Maintain trackers and documentation to monitor filing deliverables, dependencies, and timelines
• Ensure completion and quality of assigned deliverables across multiple markets
• Identify inconsistencies, risks, or gaps in product data and escalate as needed
• Support continuous improvement of filing workflows, tools, and documentation processes
• Validate product data across systems and filing outputs to ensure consistency and compliance with internal processes
• Support QA processes for product-related filing components prior to submission
• Assist in auditing outputs to ensure alignment with approved product designs
• Ensure compliance with all applicable laws and regulations
• Other duties as assigned

Skills

• Bachelor's degree in Business, Healthcare, Economics, Mathematics, Statistics, Finance, or related field or equivalent work experience
• 3+ years of experience in product, analytics, strategy, consulting, or insurance-related roles
• Exposure to ACA individual and QHP products (including Small Group)
• Strong attention to detail and ability to manage multiple deliverables simultaneously
• Ability to work cross-functionally in a fast-paced, deadline driven environment
• Experience operating in cross-functional, fast-paced environments
• Strong analytical, structured problem-solving, and communication skills
• Willingness to travel to 25% of the time
• Familiarity with ACA plan design concepts (e.g., EHB's, limit language)
• Experience with Oscar internal product configuration and filing systems
• Experience managing trackers, deliverables, and project coordination tasks
• Strong excel and data management skills

Qualifications

Must Haves

• Bachelor's degree in Business, Healthcare, Economics, Mathematics, Statistics, Finance, or related field or equivalent work experience
• 3+ years of experience in product, analytics, strategy, consulting, or insurance-related roles
• Exposure to ACA individual and QHP products (including Small Group)
• Strong attention to detail and ability to manage multiple deliverables simultaneously
• Ability to work cross-functionally in a fast-paced, deadline driven environment
• Experience operating in cross-functional, fast-paced environments
• Strong analytical, structured problem-solving, and communication skills
• Willingness to travel to 25% of the time

Nice to Haves

• Familiarity with ACA plan design concepts (e.g., EHB's, limit language)
• Experience with Oscar internal product configuration and filing systems
• Experience managing trackers, deliverables, and project coordination tasks
• Strong excel and data management skills

Benefits

• Remote / work-from-home role
• Annual performance bonuses
• Oscar's unlimited vacation program
• Medical benefits
• Dental benefits
• Vision benefits
• 11 paid holidays
• Paid sick time
• Paid parental leave
• 401(k) plan participation
• Life insurance
• Disability insurance
• Paid wellness time and reimbursements