Pasito is a New York-based AI company building an AI-native workspace for group health, life, and retirement benefits. Founded in 2021 by Pauline Roteta, Ignacio Ampuero, and Julie Scotland, and backed by Y Combinator, the platform ingests unstructured plan documents and employee census data into a unified data layer, then deploys engagement AI agents to automate benefits work across sales, quoting, marketing, enrollment, support, and claims. Pasito serves carriers, brokerages, and consultants including New York Life, Reliance Matrix, OneDigital, and Daybright Financial. In February 2026 it raised a $21 million Series A led by Insight Partners.
FurtherAI builds domain-specific AI 'teammates' for the insurance industry, automating the busywork of underwriting, claims, submissions, policy comparison and compliance. Founded in 2023 by Aman Gour and Sashank Gondala and launched out of Y Combinator's Winter 2024 batch, the San Francisco company parses messy insurance documents - broker letters, property schedules, ACORD forms, loss runs - and turns them into structured, actionable data so professionals can focus on judgment instead of re-keying. It raised a $25M Series A led by Andreessen Horowitz in October 2025, roughly six months after a $5M seed, and supports customers writing over $15 billion in premiums across all 50 states.
HealthSherpa is the largest private enrollment platform for Affordable Care Act (ACA) health insurance in the United States. Born in 2013 as a faster, cleaner alternative to a glitchy HealthCare.gov, it now helps millions of Americans shop, compare, and enroll in subsidized marketplace plans in about seven minutes, while giving tens of thousands of agents and brokers free tools to manage their books of business. The company runs a federally approved Enhanced Direct Enrollment (EDE) platform used by consumers, insurance carriers, and agencies alike.
Joshu is an AI-native insurance platform that lets carriers, MGAs, and wholesale brokers build, sell, and run insurance products in one place - configuring forms, rating rules, underwriting workflows, document generation, and branded broker storefronts without writing code. Founded in 2020 by At-Bay alumni Roy Mill and Shimi Bornstein, the company aims to collapse the months-long, engineer-heavy process of launching a commercial insurance product into days, giving insurance teams direct control over their own products.
SimplyInsured is an online health insurance marketplace and benefits administration platform built for small businesses. It lets owners shop, compare, and enroll in medical, dental, and vision plans from 200+ carriers in minutes, then automates employee deductions and payroll syncing - all at no cost beyond the regular premiums. The company powers embedded health benefits inside Square, Gusto, Check, and Patriot payroll.
Zorro is an AI-powered ICHRA platform that swaps rigid group health plans for a defined-contribution model - think 401(k), but for health insurance. Employers set a budget, employees get a personal allowance, and Zorro's decision-support engine helps each person pick an individual plan that actually fits their doctors, medications, and wallet. The platform serves employers, employees, and the brokers who sell to them, and clients have averaged over 20% premium savings versus traditional group coverage.