Product Designer, ICHRA

Oscar Health•Boston, MA

6d•Remote

About The Position

Oscar is hiring a Product Designer to join their Product Design team. Oscar is a health insurance company built on a technology platform focused on serving its members. As a Product Designer for the Lucie Marketplace, the role involves designing and shipping tools that help employers manage health plan contributions for their employees. The Lucie ecosystem includes a direct enrollment platform for brokers, a consumer marketplace, and ICHRA tooling. This specific role will focus on shaping the ICHRA experience, with contributions to other areas as needed. The designer will partner closely with a Senior Product Designer, collaborating cross-functionally with product managers, engineers, research, data, and operational stakeholders. The goal is to take features from discovery through delivery, ensuring a consistent, scalable, and intuitive experience across the Lucie suite. The ideal candidate should have a strong visual design portfolio and experience designing complex enterprise software, data-intensive platforms, or workforce management tools. They should be able to work autonomously from research to high-fidelity delivery, balancing execution speed with user empathy. Familiarity with AI-assisted tools like Claude Code and Figma for streamlining the design-to-engineering process is also desired. The position reports to the SVP, Product, Design, Data.

Requirements

4+ years of experience in Product/UX Design
2+ concrete examples of designing and shipping complex web and mobile interfaces
2+ years managing stakeholders directly
Experience with user research and prototyping
Ability to translate requirements, goals, and research into simple and useful UI

Nice To Haves

Experience with the healthcare space
Storytelling techniques such as animated prototypes or user flow diagrams
Interest in design ethics, accessibility, and other topics relevant to the healthcare space
Genuine and inquisitive, humble yet determined
Evidence of contribution to internal tools, system workflows, and power-user interfaces
Proven record of navigating technical constraints to deliver design solutions

Responsibilities

Define the experiences for Oscar’s users, enabling a wide array of use cases that all contribute towards providing exceptional care in support of Oscar’s mission to make a healthier life affordable and accessible to all
Become an expert on the product’s users and their journeys, advocating their needs and pain points to the larger org
Own the design process and partner closely with cross-functional peers like product managers, tech leads, engineers, data scientists and business stakeholders to drive clarity around strategy and alignment on solutions
Collaborate with other product designers across the organization with feedback during critiques and thoughtful contributions to the design team at large
Perform user research and usability testing with a clear focus on generating actionable insights to drive informed design decisions.
Design visually compelling experiences for all users and contribute to the Oscar design language system (Anatomy)
Bring the Oscar brand to life in our product experiences
Compliance with all applicable laws and regulations
Other duties as assigned