Product Designer

About Pasito

Pasito is the AI workspace for employee benefits.

We’re rethinking how group insurance and benefits are underwritten, delivered, used and measured - by the people who design them and the people who depend on them. Instead of static PDFs, disconnected systems, and manual workflows, Pasito brings plan design, payroll and benefits data, claims, and financial context into a single, AI‑native workspace that helps benefits actually work for the 178 million Americans who depend on this system.

We don’t build for brokers, carriers and employers - we build with them. That collaboration shows up in everything we ship: AI agents that extract and structure plan data, tools that turn complexity into clarity for employees, and workflows that save carriers and consultants hundreds of hours per case.

Today, Pasito supports many of the largest insurance carriers and brokers in the U.S. We’re backed by Y Combinator and Core Innovation Capital, and we’re growing quickly. We ship fast, iterate relentlessly, and care deeply about building systems that are accurate, scalable, and human.

If you’re excited to work alongside exceptional operators and engineers, and apply AI in a legacy industry where precision and trust matter, Pasito is the place for you.

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The Role

We're looking for a Product Designer to create intuitive tools that help brokers and carriers manage their book of business.

You'll be designing software that handles complex insurance workflows—from policy management to client communications—ensuring every interaction drives efficiency and trust.

Your job is to transform complicated insurance processes into clear, engaging experiences. You'll work directly with brokers, carriers and our forward deployed team to understand their daily challenges, then design tools that simplify workflows and create meaningful experiences for employees and clients.

Through relentless iteration and user feedback, you'll help Pasito build tools that insurance professionals actually want to use, balancing regulatory requirements with modern design principles.

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What You’ll Do

Design end-to-end engaging user experiences that empower brokers and carriers to manage their clients and generate engaging content for their clients’ employees, H.R. Admins to keep their team engaged and employees to learn about their employer benefits.

Transform complex insurance workflows into seamless, engaging interactions—iterating on UIs for policy administration, client engagement, and core business operations

Convert user insights into actionable solutions by conducting research, gathering feedback, and delivering wireframes, prototypes, and designs that solve real problems for insurance professionals and employees

Build and maintain scalable design systems to ensure consistency and quality across all Pasito products, accelerating team delivery

Champion user experience strategy by collaborating with product managers, engineers, and cross-functional teams—raising design considerations early and shaping how user experience is defined and measured

Who You Are

• Experienced Product Designer with 3+ years designing user-centered solutions for complex enterprise software
• UI/UX specialist skilled in user research, wireframing, prototyping, and interaction design that drives measurable outcomes
• Results-driven collaborator who prioritizes real user impact, communicates design decisions clearly, and aligns with business goals
• Product development advocate passionate about supporting team workflows and contributing to organizational success through strategic design thinking
• Strong communicator

Technical Experience We’re Excited About

• Advanced Figma mastery for rapid prototyping, design systems management, and cross-team collaboration
• Visual communication expertise—creating original graphics, sketches, and documentation that enhance user understanding and adoption
• Design validation proficiency using testing tools and methodologies to measure and optimize user experiences
• Enterprise application experience designing for complex business workflows, ideally in insurance, healthcare, or financial services
• AI-enhanced design experience—creating interfaces that integrate AI capabilities into user workflows (bonus)

What’s In It For You

• Meaningful ownership: Define and lead designs end to end, coordinating with product, engineers and the forward deployed team.
• Real impact: Your work directly shapes how brokers, carriers and H.R. Admins experience and trust Pasito to manage their business every day and directly impacts employees ability to learn about their benefits and how they fit their needs.
• Growth: Join early and grow with the company as we scale product, team, and distribution
• Competitive compensation: Salary, meaningful equity, and benefits
• Remote‑first: Work remotely with a highly collaborative team

Benefits

• Paid Time Off (PTO)
• Remote work
• Week off between Christmas and New Years****

Statement of Equal Opportunity

We are a company that values diversity and appreciates the benefits a diverse workforce produces for our team and customers. We welcome all qualified applicants to apply.