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Staff Product Designer, Benefits

United States - San Francisco, CA🌐 Remote💼 Full-time💰 $146,000–$146,000🗓 2026-06-25 → 2026-07-31

Core

Design and launch a new AI-native benefits product offering for small businesses, focusing on end-to-end service experiences and AI-assisted decision moments.

Role type

Staff Product Designer (AI-native)

Builds

New benefits product features, AI-integrated service workflows, and decision support systems for employers and employees.

Domain

Fintech / HR Tech / Health Insurance

Deliverable

product features

Required skills

AI product design, service blueprinting, human-in-the-loop workflow design, data modeling for UX, cross-functional strategy, mentorship, design systems

Preferred skills

AI tool fluency (prototyping, prompt engineering), experimentation and metrics, code literacy for rapid prototyping

Technologies

Cursor, Claude Code, AI prototyping tools

Responsibilities

Lead 0→1 discovery and design for a new Benefits product offering; Design end-to-end service experiences across employer, employee, and internal ops workflows; Design AI-assisted decision moments; Design the system that makes AI safe and scalable; Make data legible and operational; Build product feedback loops that improve AI quality over time; Design in code to ship faster using AI-assisted dev tools.

Seniority

Staff, hands-on IC with mentorship

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