Senior Product Designer, Personalization AI-Driven Health UX

Oscar Health, Inc.; Los Angeles (CA); Hybrid; USD 149,000 - 196,000; Full time

Job summary

Oscar Health, Inc. seeks a Senior Product Designer, Personalization to join the Clinical Product team in Los Angeles. Hybrid work with 3 in-office days.

You will design personalized experiences using longitudinal context, real-time signals, predictive models, and AI/LLMs to forecast member actions and drive engagement across web, app, and Oscar's AI agent. You will define vision, partner with cross-functional colleagues, and shape roadmaps while maintaining brand consistency and ethical design

Qualifications

• 6+ years of experience in Product/UX Design.
• Concrete examples of designing and shipping complex interfaces.
• 3+ years managing stakeholders directly.
• Experience designing and shipping search, recommendation, AI-assisted, or complex decision-support interfaces.
• 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 design contributions across high-performing web, mobile, or internal tool products.
• Excitement in elevating team through thoughtful coaching and collaboration.
• 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.

Responsibilities

• Own the end-to-end design process (from blue sky thinking to quality specs), balancing polish with speed to execution, with minimal oversight, across various Oscar surfaces.
• Develop an expert understanding of the users and business domain, informing product strategy and solutions throughout the design process.
• Collaborate closely with other product designers, product managers, marketers, brand designers, engineers, researchers and others.
• Play a large role in defining team goals and strategy, connecting the dots between user and business needs .
• Manage stakeholder relationships, driving towards clarity around decision making.
• Lead workshops, vision activities or presentations as needed.
• Bring strong visual and interaction design craft, setting a new quality bar for experiences, the wider team, and our design systems.
• Weave the Oscar brand across product experiences.
• Compliance with all applicable laws and regulations.
• Other duties as assigned.

Skills

Product/UX Design experience

Stakeholder management

Search / recommendation / AI-assisted

Healthcare experience

User research & prototyping

Animation prototypes / user flows

Design ethics & accessibility

Cross-functional collaboration

Coaching / mentorship

Technical constraint navigation

Job description

Oscar Health, Inc. seeks a Senior Product Designer, Personalization to join the Clinical Product team in Los Angeles. Hybrid work with 3 in-office days.

You will design personalized experiences using longitudinal context, real-time signals, predictive models, and AI/LLMs to forecast member actions and drive engagement across web, app, and Oscar's AI agent. You will define vision, partner with cross-functional colleagues, and shape roadmaps while maintaining brand consistency and ethical design