Senior Product Designer

Pivotal Health; United States; On-site; USD 120,000 - 160,000; Full time

Job summary

Pivotal Health is seeking a Senior Product Designer to shape how our products look, feel, and work. You will own meaningful product areas from discovery through launch, delivering clear, intuitive experiences for complex healthcare workflows.

Join an early design team, partner with PMs and engineers, and help build AI-powered, user-centric solutions while maintaining a high bar for quality and craft.

Qualifications

• 5–8 years of product design experience in complex B2B software
• Portfolio demonstrating product thinking, visual craft, and shipped outcomes
• Ability to translate complex workflows into intuitive user experiences
• Strong proficiency in Figma including components and design systems
• Experience using AI tools such as Claude or ChatGPT in prototyping and exploration
• Ability to conduct focused user research independently and translate findings into design decisions
• Comfort navigating ambiguity and making practical tradeoffs without losing attention to detail

Responsibilities

• Lead end-to-end product design from discovery to launch for meaningful initiatives
• Collaborate closely with Product Managers and Engineers to shape requirements and tradeoffs
• Simplify complex workflows into clear, intuitive experiences across portals and tools
• Elevate visual craft, hierarchy, typography, and UI states with design QA through handoff
• Plan and run focused usability testing and user conversations to validate ideas
• Contribute to and evolve the design system and component library
• Leverage AI tools to speed iteration and improve product decisions

Skills

Product design

B2B software

Figma

Prototyping

AI tools

User research

Tools

Figma

Cursor

Codex

Job description

About Pivotal Health

Pivotal Health is the leading technology platform that helps healthcare providers get paid fairly in an increasingly complex reimbursement landscape.

Today, many providers face persistent underpayment from health insurance companies, despite delivering high-quality care. While processes like IDR (Independent Dispute Resolution) were designed to promote fairness, they're often administrative-heavy, time-consuming, and difficult to navigate without the right tools.

Pivotal Health combines software, data, and service into a seamlessly integrated, AI-driven platform that simplifies these complex reimbursement workflows. We help providers efficiently dispute underpaid claims, reduce administrative burden, and recover the reimbursement they're entitled to; without adding more work to already stretched teams.

Our full-service IDR solution is just the starting point. We're building solutions that enable providers to operate with clarity, control, and confidence across the reimbursement journey.

About the Role

We're hiring a Senior Product Designer to help shape how Pivotal's products look, feel, and work. Reporting to our Founding Product Designer, you'll own meaningful product areas from discovery through launch, bringing clarity, intuitive interactions, and thoughtful visual design to complex healthcare workflows.You'll partner closely with Product Managers and Engineers across customer-facing portals and internal tools. Your work will span understanding user needs, exploring solutions, building prototypes, gathering feedback, and ensuring the shipped experience meets a high bar for quality. As our product evolves to incorporate more AI-powered and agentic workflows, you'll help make those experiences understandable and useful.This is a hands-on role for someone who combines strong product judgment with excellent design craft. You should be comfortable navigating complex B2B software, working independently through ambiguity, and making practical tradeoffs without losing sight of the details. You'll join an early design team with substantial ownership and the opportunity to strengthen both our product experiences and the design foundations behind them.

What You'll Do

• 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.

Who You Are

• 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 fe