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.