The AI-native workspace turning the benefits industry's messiest data into automated agent workflows.
PASITO. The wordmark of a New York insurtech that reads its name as a promise - "little step" in Spanish - for guiding people through benefits, one decision at a time.
Employee benefits are one of the largest financial levers in an American household, and one of the least used. Plan documents live in PDFs. Census files live in spreadsheets. Every guide, quote, and enrollment form gets rebuilt by hand. Pasito, a New York company founded in 2021, was built on a single conviction: fix the data underneath, and the rest of the industry can finally be automated.
Pasito describes itself as an AI-native workspace for group health, life, and retirement benefits. Its Core AI ingests unstructured plan documents and employee census data and turns them into a unified, structured data layer. On top of that layer sit engagement AI agents that handle the manual grind - generating benefits guides, plan comparisons, highlight sheets, microsites, personalized recommendations, translations, and omnichannel communications. The company says its core agents build benefit plans with roughly 98% accuracy, against a 74% industry average it attributes to a LIMRA benchmark.
The pitch landed. In February 2026, Pasito raised a $21 million Series A led by Insight Partners, with participation from Y Combinator and the insurance-focused fund MTech Capital. Over the prior year, the company reported scaling annual recurring revenue 50x and reaching deployments across thousands of employers.
"Pasito replaces that broken infrastructure with a centralized AI workspace and agents that automate the hardest work - accurately, transparently, and at scale."- Pasito, on its Series A
In a regulated industry, "our AI is good" means nothing without a benchmark. Benefits data is downstream of everything - one wrong plan detail cascades into bad guides, bad quotes, and bad enrollment. Pasito's answer is to publish its numbers and build the structured data layer first, then run agents on top.
The claim: 98% accuracy on plan construction versus a 74% industry average. Accuracy compounds. When the ground truth is right, the guides, comparisons, and support answers that follow are right too - and hundreds of manual hours per employer group disappear.
Pasito Core AI vs. industry average (per LIMRA)
Ingests and understands unstructured plan documents and census data, converting them into a structured, unified benefits data layer.
Pre-configured agents generate guides, microsites, highlight sheets, plan comparisons, sales materials, translations, and communications.
A benefits chatbot answers employee questions year-round across multiple channels, not just during open enrollment.
Automated extraction and comparison for proposals and RFPs, plus document audits and quoting support.
Carriers and brokers deliver white-labeled experiences and build their own proprietary AI agents on the platform.
Automates work across sales, quoting, marketing, enrollment, support, and claims from a single intelligent database.
Pasito sells to the ecosystem, not the individual employee: carriers, brokerages, and benefits consultants who use the workspace to automate operations and deliver white-labeled experiences to the employers and workers they serve. Its customer roster spans some of the largest names in U.S. benefits.
Pasito runs a B2B / B2B2C SaaS model. It sells subscription access to its AI benefits workspace to carriers, brokerages, and consultants, who in turn deliver it to employers and employees - often white-labeled under their own brand. That distribution reach is how a mid-size startup lands deployments across thousands of employers.
When Pasito pitched Y Combinator, it sized an addressable market of 48 million Americans and more than $200 billion wasted on benefits each year. That waste - underused plans, manual admin, misaligned coverage - is the gap Pasito's agents are designed to close, one automated workflow at a time.
Certified Financial Planner and CFA; former Senior Investor and Portfolio Manager at BlackRock. Fulbright Scholar with a B.Eng. from Vanderbilt.
Helped build Amazon Alexa's knowledge graph at Graphiq, which was acquired by Amazon - deep experience structuring messy data at scale.
Led growth at MyCase (acquired) within AppFolio (IPO), bringing go-to-market expertise to a technical founding team.
Roteta, Ampuero, and Scotland launch Pasito in New York to simplify benefits with data and AI.
Joins YC's Summer 2022 batch and raises a seed round backed by Google, YC, Core Innovation Capital, and FiDi Ventures.
Expands into year-round engagement with an AI support assistant for employees.
Shifts to an AI-native workspace with Core AI and engagement agents; wins carriers and brokerages as customers.
Insight Partners leads a $21M round; Pasito reports 50x ARR growth and thousands of employer deployments.
"Employees save thousands of dollars on average every year optimizing their benefits, while companies drastically cut wasted spending."- Pasito seed announcement
Lead: Insight Partners.
With: Y Combinator, MTech Capital. Funds an AI workspace push across the benefits industry.
Investors: Google, Y Combinator, Core Innovation Capital, FiDi Ventures - plus angels who founded Dropbox, Namely, and Papa.
TOTAL FUNDING TO DATE · ~$24.38M
Pasito is an AI-native workspace for group health, life, and retirement benefits. It converts unstructured plan documents and employee census data into a unified data layer, then uses AI agents to automate work across sales, quoting, enrollment, support, and claims.
Pasito was founded in 2021 by Pauline Roteta (CEO), Ignacio Ampuero (CTO), and Julie Scotland (CGO). It went through Y Combinator's Summer 2022 batch.
About $24.38M total: a $3.25M seed in 2022 and a $21M Series A in February 2026 led by Insight Partners, with Y Combinator and MTech Capital participating.
Carriers, brokerages, and consultants including New York Life, Reliance Matrix, OneDigital, and Daybright Financial, plus retirement advisors and recordkeepers, with deployments across thousands of employers.
Rather than a chatbot bolted onto legacy software, Pasito builds a structured benefits data layer first and then runs AI agents on top, reporting 98% plan-construction accuracy versus a 74% industry average.