Senior Product Designer

Pivotal Health is hiring a Senior Product Designer to shape product experiences that help healthcare providers navigate complex reimbursement workflows. The role owns product design from discovery through launch, partners with product and engineering teams, and improves customer-facing portals, internal tools, and AI-powered workflows.

Responsibilities:

• Own End-to-End Product Design: Lead design for significant product initiatives, from problem definition and research through prototyping, delivery, and iteration. Take responsibility for how the experience works in production, including edge cases and interaction details
• Partner Closely with Product and Engineering: Work alongside PMs and Engineers early in the development process to shape requirements, explore options, assess feasibility, and make thoughtful tradeoffs. Connect decisions within your product area to their impact across Pivotal’s platform
• Simplify Complex Workflows: Turn intricate processes, data, and business rules into clear, intuitive experiences across customer-facing portals and internal tools
• Elevate Visual Craft and Product Quality: Bring care to hierarchy, layout, typography, interaction patterns, and UI states. Stay involved through implementation and design QA to ensure the shipped product reflects the intended experience
• Conduct Practical User Research: Independently plan and run focused research, customer conversations, and usability testing. Use prototypes to gather feedback, validate assumptions, and refine solutions without relying on a dedicated research team
• Evolve Our Design System: Build on existing components and patterns, identifying where to reuse, improve, or introduce new approaches. Understand how changes affect other experiences and balance consistency with the needs of each workflow
• Use AI to Improve Your Process: Incorporate AI tools into exploration, prototyping, and everyday problem-solving. Apply your judgment to evaluate outputs and turn faster iteration into better product decisions

Requirements:

• You bring 5–8 years of product design experience, including substantial work on complex B2B software, fintech, financial, or accounting products
• You've owned a product line or significant product area and worked directly with Product Managers and Engineers throughout the development lifecycle
• You have a portfolio that demonstrates strong product thinking, visual craft, and shipped outcomes, with clear explanations of your decisions and tradeoffs
• You're skilled at translating complex workflows, information, and business requirements into intuitive user experiences
• You're highly proficient in Figma, including prototyping, components, and design systems
• You use AI tools such as Claude or ChatGPT effectively and can incorporate tools such as Cursor or Codex into prototyping and product development workflows
• You can independently conduct focused user research and translate what you learn into concrete design decisions
• You take initiative, identify problems, and move work forward without waiting for perfectly defined requirements
• You communicate clearly, welcome feedback, and collaborate with flexibility. You know when to advocate for a design decision and when to make a practical compromise
• Candidates must be authorized to work in the United States without current or future employer sponsorship
• Experience as an early design hire or on a small design team at a growing startup
• Background designing financial, accounting, or similarly complex products with detailed workflows and interconnected data
• Experience designing for healthcare or another regulated industry
• Experience building and maintaining design systems used across multiple product areas
• Experience designing AI-powered or agentic experiences, including how users understand, guide, and review automated work