Director, Product Design

Oscar Health
Los Angeles, California, United States$199k – $261kPosted 5 March 2026

Job Description

<p>Hi, we're Oscar. We're hiring a Director, Product Design to join our Product Design 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> </p> <p><strong>About the role:</strong></p> <p>We are seeking a strategic Product Design Director to lead a team of designers supporting our internal tools and enterprise ecosystem. In this role, you will oversee the designers building mission-critical platforms that power our business operations. Your mission is to ensure our internal users receive the same high-quality, user-centric experiences as our external customers. As Director, you will uphold a rigorous quality bar, ensuring our tools are not only functional but empower employees to deliver exceptional value to the business and our end-users.</p> <p>You will report into the Sr. Director, Product Design.</p> <p><strong>Work Location: </strong></p> <p>This position is based in our Marina del Rey office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid</p> <p><strong>Pay Transparency: </strong>The base pay for this role is: $198,720.00 - $260,820.00 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses.</p> <p> </p> <p><strong>Responsibilities:</strong></p> <ul> <li>Partner with Product and Engineering leads to define area strategy, roadmaps, set measurable goals, and ensure the timely and efficient delivery of high-impact solutions.</li> <li>Connect the dots across multiple domains: Network Management, Provider Tooling, and Clinical Experiences, to ensure cohesive, end-to-end ecosystems.</li> <li>Propose and lead design-driven initiatives, facilitating discovery and framing long-term strategic opportunities that align with business goals.</li> <li>Lead and develop a high-performing team of seasoned designers, fostering a culture of continuous growth and creative excellence.</li> <li>Own team resourcing, performance management, and prioritization, optimizing workflows to ensure the team is focused on the highest-leverage work.</li> <li>Effectively represent the product design org in executive forums, articulating the rationale behind design directions and highlighting the impact on the business.</li> <li>Maintain an uncompromising standard for design execution and craft through direct feedback, design reviews, and hands-on guidance.</li> <li>Manage stakeholder relationships, driving towards clarity around decision making and influencing direction through informed insights </li> <li>Focus on scalability by implementing repeatable design processes and contributing to the evolution of a unified design language across multiple domains.</li> <li>Contribute to the future of the Product Design and Research function by optimizing our internal workflows, refining our engagement models, and ensuring the team has access to the best-in-class tooling and resources to do great work. </li> <li>Compliance with all applicable laws and regulations. </li> <li>Other duties as assigned. </li> </ul> <p><strong>Requirements:</strong></p> <ul> <li>10+ years of experience in product design, building and shipping applications or software across various experiences.</li> <li>5+ years of experience in a design leadership role, directly contributing and leading people, process, and product strategies.</li> <li>Ability to solve difficult problems through past work experience and case studies with evidence of design contributions across power-user interfaces.</li> <li>Experience shaping design direction and strategic thinking, identifying goa ... (truncated, view full listing at source)