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Founding Product Designer

Dearbill 🇺🇸 New York, New York, United States of America

Hybrid $60,000 - $100,000 Full-time Mid-level

Own end-to-end design across the member app, partner tools, and AI agent conversations, from research and prototyping through implementation and weekly releases. Establish accessible design standards, simplify complex assistance programs, and create clear, trustworthy communications for members and partners.

Responsibilities

  • Own end‑to‑end UX and UI for member app, partner tools, and AI agent conversational flows
  • Design for older adults with large type, plain language, low cognitive load, and WCAG 2.2 AA compliance
  • Simplify complex government program information into clear decisions
  • Define the AI agent’s voice, status updates, document requests, and error handling
  • Run lightweight research such as member calls, partner shadowing, usability sessions, and support‑ticket reviews
  • Iterate designs based on research findings and ship weekly
  • Build and maintain a design system in Figma and collaborate with engineers for accurate implementation
  • Write member‑facing copy with product and compliance leads
  • Design partner‑facing materials and marketing pages as needed

Requirements

  • 4+ years designing shipped consumer or healthcare products
  • Strong UX and visual design skills
  • Experience designing for older adults, low‑digital‑literacy users, or clinical workforce
  • Excellent copywriting in clear, warm plain English
  • Proficiency in Figma, prototyping, and working within an engineering sprint process (Linear)
  • Ability to conduct lightweight research and translate findings into design
  • Comfort with ambiguity and ownership of design decisions
  • Nice to have: experience with conversational or agentic AI products, Medicare or pharmacy knowledge, accessibility testing tools, front‑end skills (HTML/CSS/React/Tailwind), Spanish language ability

Benefits

  • Base salary $75,000 plus meaningful early‑stage equity
  • Health benefits included

Key Skills

User research Usability testing Accessibility (WCAG 2.2 AA) Figma Prototyping Interaction design Visual design Copywriting Design systems Cross‑functional collaboration Agile sprint process Linear project management tool HTML/CSS React Tailwind CSS Spanish language AI conversational design Empathy for older adults Problem framing Rapid iteration

About Dearbill

DearBill (Healthcare Payments Partners, Inc.) offers a free AI platform that automates the filing of medication‑affordability program applications for Medicare members.

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