Associate Director, Individual and Family Plan Insurance Solutions

Oscar Health
New York, New York, United States$164k – $215kPosted 5 March 2026

Job Description

<p>Hi, we're Oscar. We're hiring an Associate Director, Individual and Family Plan Insurance Solutions to join our Insurance Product Development team.</p> <p>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.</p> <p><strong>About the role:</strong></p> <p>The Associate Director, Individual and Family Plan Insurance Solutions leads complex or multi-market IFP portfolios, owning strategic intent, design coherence, execution quality, and shared accountability for in-market performance alongside leadership. This role functions as a primary decision-maker within defined authority and a senior escalation point for complex design, filing, and execution issues.</p> <p>You will report into the Vice President, Insurance Product Innovation and Development</p> <p><strong>Work Location: </strong>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</p> <p><strong>Pay Transparency: </strong>The base pay for this role is: $163,944 - $215,176 per year in New Jersey, New York, and California. The base pay for all other locations is: $147,549 - $193,658 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.</p> <p><strong>Responsibilities:</strong></p> <ul> <ul> <li> <p data-pm-slice="1 3 []">Product Strategy Design Leadership</p> <ul> <li> <p>Define product strategy and plan design direction for multiple markets or complex offerings</p> </li> <li> <p>Translate market strategy, enterprise priorities, and actuarial targets into executable plan designs</p> </li> <li> <p>Drive differentiated product concepts while maintaining compliance with enterprise standards</p> </li> <li> <p>Maintain tight controls over execution timelines, dependencies, and quality</p> </li> <li> <p>Champion innovative, market-differentiated product concepts beyond traditional benefit design</p> </li> <li> <p>Leverage quantitative and qualitative analysis to inform strategy, plan design, execution decisions and post-launch performance</p> </li> </ul> <p> </p> <p>End to End Lifecycle Execution Ownership</p> <ul> <li> <p>Oversee end to end plan design and execution across assigned portfolios, including filings and launch readiness</p> </li> <li> <p>Ensure cross-market consistency where required while enabling intentional local differentiation</p> </li> <li> <p>Partner closely with Actuarial to ensure pricing, actuarial value, and benefit design are fully aligned</p> </li> <li> <p>Maintain tight control over execution timelines, dependencies, and quality</p> </li> </ul> <p> </p> <p>Governance, QA Approvals</p> <ul> <li> <p>Serve as a senior approver for plan designs, filings, and regulatory submissions</p> </li> <li> <p>Establish and enforce QA standards, readiness checks, and control points</p> </li> <li> <p>Resolve complex regulatory, design, and execution issues; escalate when appropriate</p> </li> </ul> <p> </p> <p>Post-Launch Ownership</p> <ul> <li> <p>Share accountability for live plan performance with leadership and Senior Managers</p> </li> <li> <p>Lead cross-market issue remediation, root-cause analysis, and corrective action</p> </li> <li> <p>Institutionalize learnings into future design and execution playbooks</p> </li> </ul> <p> </p> <p>People Stakeholder Leadership</p> <ul> <li> <p>Lead Senior Managers and Managers responsible for market execution</p> </li> <li> <p>Act as a trusted thought partner to Market Directors, Actuarial, Network, and Regulatory leaders</p> </li> <li> <p>Coach teams on jud ... (truncated, view full listing at source)