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YC alum Pasito raises $21M to transform messy benefits data into a smart AI workspace

Pasito team
Image credits: Pasito

The insurance and employee benefits industry still uses many outdated, manual processes. Tasks such as quoting, plan creation, enrollment, and claims processing are often done in spreadsheets or through slow, error-prone data entry. This leads to higher costs for companies and a poor experience for employees who rely on these benefits.

Pasito wants to solve these problems. The company builds digital tools for group health, life, and retirement benefits, and just raised $21 million in Series A funding led by Insight Partners, with support from Y Combinator and MTech Capital. Its software automates the aggregation of scattered benefits data into a single smart workspace.

The company claims its AI builds benefit plans with 98% accuracy (compared to the industry’s 74%), and slashes repetitive back-office work along the way.

Making benefits management easier for carriers, brokers, and employers

Pasito’s story starts with Pauline Roteta, who saw firsthand in financial analytics and tech just how much time and money get lost to inefficiency, and decided to do something about it.

Roteta tells TFN, “We created AI agents to handle the work we needed ourselves, building plans, generating marketing materials, and producing employee communications. That internal solution became Pasito AI. Today, we work with major brokerages and carriers to eliminate manual work and reduce reliance on outsourced operations, supporting better benefits experiences for the 174 million Americans who rely on the system.”

Its core technology is AI workspace, a network of specialised tools that process data, create documents, and handle communication during the benefits process.

Roteta adds, “Pasito’s unique HIPAA- and SOC 2-compliant, AI-native workspace is purpose-built for group health, life, and retirement benefits. Our AI agents transform unstructured inputs like plan documents, contracts, and census files into a normalised, auditable data layer and automate core workflows, including plan creation and configuration, document generation, member communications, and claims and client servicing.”

The platform stands out for organising messy insurance data into a standard format, automating plan creation with high accuracy, offering built-in tools for custom sales and support materials, and helping ensure compliance and transparency in regulated industries.

Roteta elaborates, “Pasito enables carriers and brokers to deploy fully white-labeled AI agents on top of our core platform, allowing clients to maintain control over accuracy, compliance, and brand while extending automation across the benefits lifecycle.”

Other companies like Noyo, Benepass, and Lumity also work in insurtech automation, but Pasito offers a complete system instead of just single tools. 

Pasito’s technology is already used by Reliance Matrix, New York Life, OneDigital, and Daybright Financial, showing that major industry players are adopting it.

What about diversity, and how’s it being a woman in tech?

When we asked about diversity, Roteta notes, “Pasito is proudly female-owned and operated, and earned WBENC certification as a Women’s Business Enterprise in 2025.”

On being female in tech, Roteta notes, “Moving from a large corporate environment to building a startup taught me that credibility doesn’t come from titles or background — it comes from being deeply grounded in the problem, close to the customer, and executing every single day. In complex industries like insurance, real trust is built by understanding the work better than anyone else.”

“My advice to others entering tech or starting companies is to pick a very big problem and commit to it. Big problems are messy, but they’re worth it — and sustained focus, conviction, and execution matter far more than having a perfect idea on day one,”  Roteta shares. 

What’s ahead for Pasito?

With fresh funding, Pasito is set to grow its engineering and client teams, level up its AI, and bring automation to even more products. 

Roteta concludes, “Our focus over the next several years is to become the AI operating system for the group benefits industry, expanding automation across additional product lines and workflows to help our clients eliminate manual work at scale.”

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