About Pasito (YC-S22)

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 Product Owner to own and drive the development of key products at Pasito, including our broker and carrier enrollment workbench and AI Extractions and plan processing products.

This role sits at the center of the company, bridging customer needs and technical execution. You will report to the VP of Product & Data and take full ownership of the product and feature lifecycle for your areas, from idea to launch and beyond.

This is a highly hands-on role for someone who is exceptionally organized, an excellent communicator, and excited to own execution end-to-end.

What You’ll Do

Own the full product lifecycle

Take products and features from concept to launch and beyond
Define requirements, write clear product specs, and manage execution through delivery
Ensure high quality and usability before anything ships

Drive day-to-day product execution

Work closely with engineering, design, data, quality assurance, and forward-deployed teams to prioritize, scope, and ship features

Maintain clear roadmaps and ensure timelines are met

Identify tradeoffs quickly and keep development moving forward

Bridge customer needs and product decisions

Work closely with internal teams and clients to understand workflows, pain points, and
opportunities
Translate real-world use cases into clear product requirements
Understand what users ask for and what they actually need, ensuring what we build
solves meaningful problems

Own communication and rollout

Partner with Marketing to clearly communicate product updates and launches
Create high-quality written materials (release notes, product docs, internal updates)
Ensure messaging is clear, polished, and aligned with product value

Enable internal teams

Train forward-deployed, sales, and client teams on new features and workflows
Create documentation and materials that make products easy to understand and use
Act as the internal expert for your product areas

Who You Are

An exceptional communicator with outstanding written and spoken English
Highly organized and detail-oriented, and skilled at multi-tasking
Strong sense of ownership (you take responsibility for outcomes, not just tasks)
Comfortable operating in a fast-paced, ambiguous environment
Low ego, highly collaborative, and focused on building great products
Naturally curious about how systems work and how to improve them
User-focused; you ground decisions in a genuine understanding of the people who will use our products
An exceptional communicator with outstanding written and spoken English (C1 proficiency or higher is required for this role)

Technical Experience We’re Excited About

2–5 years of experience in product, engineering or a similar role
Experience working cross-functionally with engineering, design, or technical teams
Strong experience writing clear, structured documentation or product specs
Experience managing projects or workflows end-to-end
Exposure to B2B SaaS, enterprise software, or complex workflows is a plus
Interest in AI-driven products or data-heavy systems is a plus

What’s In It For You

Real ownership: You will directly own products used by leading brokers and carriers
Central role: Sit at the intersection of product, engineering, and customers
Fast growth: Learn quickly by owning meaningful product areas early in your career
Strong team: Work closely with experienced leaders across Product, Engineering,

The interview process

Silver screening Interview
Client Screening Interview
Client Technical interview
Client Behavioral Interview

Compensation

$54K – $72K • Offers Equity • PTO, Learning budget

1 Open Jobs at S Silver

Open positions

1 Open Jobs at
S
Silver