Ready to apply? Let us help you stand out.
About the role
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.
The Role
We’re hiring a Director of Product, AI Experiences to lead the team responsible for how Pasito’s AI shows up in the hands of our users.
This role owns the end-to-end product experience across Pasito’s stakeholders: brokers, carriers, employers, and employees. While our AI Foundations team builds the underlying AI agents and infrastructure, the AI Experiences team translates those capabilities into intuitive, usable, and high-impact product experiences.
