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Product Designer, ICHRA

Oscar Health

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Questions you are likely to be asked

  1. Why do you want to join Oscar Health?
  2. What is your experience with Figma? Tell me one thing you learned the hard way.
  3. Tell me about design feedback you disagreed with. What happened?
  4. How do you test a design with users before it is built?
  5. How do you work with developers so the build matches the design?

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Hi, we're Oscar. We're hiring a Product Designer to join our Product Design team.

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.

 

About the role:

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 is a remote position, open to candidates who reside in: Boston, MA. You will be fully remote; however, our approach to work may adapt over time. Future models could potentially involve a hybrid presence at the hub office associated with your metro area. #LI-Remote

 

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:

Requirements:

Bonus points:

 

This is an authentic Oscar Health job opportunity.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.

Pay Transparency:  Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy.

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Listed on greenhouse · posted 2026-08-14. ApplySarthi collects openings and links to application pages; the role is advertised by Oscar Health, not by us.