Founding Product Designer
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
As Pivotal’s founding Product Designer, you’ll own how our product looks, feels, and works as it evolves over time. You’ll establish the foundational design systems, patterns and core user flows that will serve as the backbone of the product as we scale. Partnering closely with Product Managers and Engineering leads, you’ll bring design ownership to the product triad and ensure design decisions translate into cohesive, scalable outcomes across the platform.
Pivotal has built meaningful traction at the intersection of healthcare services and technology. Much of our design work to date has been pragmatic and AI-assisted, enabling speed and early progress, but we’re ready to level up. This role is product-heavy and execution-focused, centered on bringing clarity, consistency, and intuition to complex workflows, owning end-to-end product design strategy, and establishing foundations that scale with the business.
This is a hands-on builder role for someone excited to turn emerging patterns into a strong, scalable design foundation. If you thrive in ambiguity, enjoy shaping both vision and execution, and want to elevate how an existing product is designed and experienced, this role offers the chance to have outsized impact alongside thoughtful Product and Engineering partners.
What You'll Do
Product Partnership & Strategy: Partner deeply with Product Managers and Engineering leaders to shape product direction and ensure design decisions translate into cohesive, scalable product experiences over time.
End-to-End Product Design: Own design from concept through shipped product, taking ambiguous problems and turning them into intuitive, well-executed workflows rather than vision-only concepts.
Systems & Foundations: Establish and evolve design patterns, components, and guardrails that bring consistency across the product while supporting fast iteration and long-term scale.
Design–Engineering Alignment: Create clear, intentional design direction that reduces iteration churn with front-end engineering and ensures what’s built reflects thoughtful, deliberate UI decisions.
Customer Insight & Pragmatic Research: Use lightweight research, customer feedback, and emerging usage data to inform design decisions, especially where workflows and behavior are still being discovered.
Who You Are
5+ years of experience in product design, ideally in B2B, SaaS, or complex product environments.
Strong product instincts — you think holistically about problems, not just screens.
Experience owning end-to-end design for meaningful product areas.
Comfort working in ambiguity and making progress without perfect inputs.
Ability to balance speed, quality, and pragmatism in an early-stage environment.
Strong communication skills — you can explain your thinking and invite productive debate.
Enjoy collaborating closely with Product and Engineering teams.
Extra Credit Points
Experience as a first or early design hire.
Awareness of existing brand guidelines and comfort aligning product UI accordingly, with occasional coordination across teams as needed. .
Background in regulated, technical, or workflow-heavy domains (healthcare, fintech, govtech, etc.).
Comfort leading user research or usability testing.
Experience building and iterating on design systems in fast-moving environments, balancing speed, consistency, and long-term scalability.
Why You'll Love Working Here
End-to-End Ownership: This is a net-new role where you’ll own product design holistically, bringing clarity, consistency, and direction to how the product is designed and experienced.
Product-Driven Design Work: You’ll shape workflows, systems, and real customer experiences, partnering closely with Product to define what gets built and why—not just how it looks.
Foundational Problems to Solve: From onboarding and client portals to analytics and contract management, you’ll design core experiences that materially improve how customers use the platform.
High-Impact Cross-Functional Partnership: You’ll collaborate deeply with Product, Engineering, and Customer Success, reducing friction and helping teams move faster with clearer design decisions.
Room to Influence Beyond the Screen: While product design is the core focus, you’ll have opportunities to influence how the product is positioned and presented, partnering with Marketing as the brand and experience evolve.
Why You’ll Love Working Here
We’re a collaborative, low-ego team on a mission to make healthcare reimbursement fairer for providers. While we primarily hire around our core hubs–Los Angeles and New York–we remain open to exceptional talent outside those regions. Remote and hybrid flexibility varies by role and team, and is outlined in each job description.
If you’re excited by solving complex problems and making a real-world impact, we’d love to hear from you.
Benefits Include:
Competitive compensation, including equity
Full health, dental, and vision coverage
Retirement savings plan through 401(k)
Flexible time off
Opportunities for company-wide connection and events
Ready to Make an Impact?
We’re building something meaningful; and we want you on the team.
Bring your ideas, curiosity, and drive, and let’s transform healthcare reimbursement together.
Employment Information
Work Authorization
Candidates must be authorized to work in the United States without current or future employer sponsorship.
Equal Employment Opportunity
Pivotal Health is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate on the basis of race, color, religion, sex, gender identity or expression, sexual orientation, national origin, age, disability, veteran status, or any other legally protected status.
Reasonable Accommodations
Pivotal Health provides reasonable accommodations for qualified individuals with disabilities in accordance with applicable laws. If you need assistance during the application or interview process, please let us know.
Background Checks
Employment is contingent upon successful completion of applicable background checks, where permitted by law.
At-Will Employment
Employment with Pivotal Health is at-will and may be terminated by either party at any time, with or without cause or notice, in accordance with applicable law.