Oscar Health Insurance Co

Product Designer, ICHRA

Oscar Health Insurance Co$123K — $161K *
Healthcare
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years in Product/UX Design
  • 2+ examples of designed and shipped complex web/mobile interfaces
  • 2+ years managing stakeholders directly
  • Strong visual design portfolio
  • Experience with AI-assisted design tools such as Claude Code and Figma

Responsibilities

  • Define user experiences that support Oscar's mission of accessible healthcare
  • Become an expert on user journeys and advocate for their needs
  • Own the design process while collaborating with cross-functional teams
  • Contribute to design critiques and the overall design team
  • Conduct user research and usability testing for actionable insights
  • Design visually compelling user experiences within the Oscar brand
  • Ensure compliance with applicable laws and regulations

Benefits

  • Employee benefits
  • Unlimited vacation program
  • Company equity grants
  • Annual performance bonuses
  • Hybrid work schedule with flexibility
Full Job Description
As a Product Designer for the Lucie Marketplace, you will design and ship the tools that help employers easily manage health plan contributions for their employees. The Lucie ecosystem spans our direct enrollment platform for brokers, the consumer marketplace, and ICHRA tooling. In this role, you will focus on shaping the ICHRA experience, contributing to the other areas as needed. Partnering closely with a Senior Product Designer in this space, you will collaborate cross-functionally with product managers, engineers, research, data and operational stakeholders to take features from discovery through delivery while driving a consistent, scalable, and intuitive experience across the entire Lucie suite.

The ideal candidate brings a strong visual design portfolio and a proven track record of designing complex enterprise software, data-intensive platforms, or workforce management tools. You can work autonomously across multiple technical domains from initial research through high-fidelity delivery, consistently balancing execution speed with deep user empathy. Additionally, you thrive in a modern workflow and are comfortable leveraging AI-assisted tools like Claude Code alongside Figma to streamline the design-to-engineering process.

You will report into the SVP, Product, Design, Data.

Work Location: This position is based in our Los Angeles 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

Pay Transparency: The base pay for this role is: $$123,372.00 - $161,925.75 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.

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

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

Bonus points:
  • 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
  • Experience with user research and prototyping
  • Ability to translate requirements, goals, and research into simple and useful UI


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About Oscar Health Insurance Co

Oscar Health Insurance Co. is a technology-driven health insurance company founded in 2012 and headquartered in New York City. The company offers individual and family health insurance plans, as well as Medicare Advantage plans. Oscar Health Insurance Co. uses technology to simplify the health insurance experience for its customers, including a mobile app that allows customers to manage their health insurance policies and access telemedicine services. The company has raised over $1 billion in funding and is valued at over $5 billion.
Learn more about Oscar Health Insurance Co
Size
4,000 employees
Market Cap
$466 million
Industry
Founded
2012
NASDAQ

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