The Fregeau brothers stopped selling automation as a toolkit and started doing one ugly insurance job end to end. The result is a useful lesson in vertical AI: depth beats a dazzling demo when the workflow is narrow, repetitive and expensive.
For two decades, the Texas-born consultancy sold an unusually practical promise: connect the old systems, automate the dull work, and ship the application. Its 2022 sale to CTG made that hybrid of services and software the real story.
Sivan Iram is the co-founder and CEO of Flow (Flow Specialty), a Mountain View-based next-generation wholesale brokerage that uses GenAI and licensed human experts to automate specialty commercial insurance placement. A former software engineer turned operator with a Harvard MBA, he spent a decade writing code and running go-to-market at Lenovo before starting Flow in 2021 to bring enterprise-grade service to the small and mid-market accounts the industry had long ignored. Flow has raised roughly $20-25M led by Lightspeed Venture Partners.
Automat is a San Francisco AI company building agents that operate computers the way people do. Founded in 2023 by CMU design alumni and ex-Google Creative Lab designers Lucas Ochoa and Gautam Bose, it pairs a transformer-based RPA engine with intelligent document processing so enterprises can automate manual back-office work - from KYC checks to mortgage disclosures to medical-claims processing - by simply showing the software a recording of the task. It positions itself as a modern, AI-native alternative to legacy RPA tools like UiPath, Automation Anywhere and Blue Prism.
Peter MacDonald is co-founder and CEO of Wunderite, a Boston insurtech that turns the paperwork of commercial insurance submissions (ACORDs, supplementals, PDFs) into structured, shareable, autofilled digital forms. A former agent from a family agency on Cape Cod, he holds CPCU, CRM, CIC, and LIA credentials plus an MBA with distinction from Boston College, and started Wunderite on Valentine's Day 2018 after building internal tools that got 30,000 hits in a year.
Steven Greene is the co-founder and CEO of Standard Practice, a New York voice-AI startup that automates the endless phone calls medical billing teams make to insurance companies. A reformed Goldman Sachs healthcare M&A banker turned operator, he built and rebranded the company from its original incarnation, Nibble Health, after watching healthcare workers burn roughly 4.5 hours a day on hold. Backed by $8.5M from Wing, Tiger Global, A* Capital and Expa, Greene is trying to give revenue cycle teams their time, and their money, back.
Heron Data builds AI software that automates document-heavy workflows in financial services - reading, extracting, enriching and routing the messy bank statements, tax forms, applications and claims that pile up in lending, equipment finance and insurance. Founded in 2020 and operating as Open Credit Technologies, Inc., the company turns unstructured paperwork into structured data and syncs it directly into customers' CRMs. It serves 150+ fintechs, financiers and insurers, processes hundreds of thousands of documents weekly, and raised a $16M Series A led by Insight Partners in July 2025.
Akash Agarwal is the Founder and CEO of Pibit.AI, a Y Combinator-backed insurtech company revolutionizing commercial insurance underwriting through AI. Building on a childhood watching his father toil as an insurance agent buried in paperwork, Akash set out to automate the most labor-intensive parts of underwriting. Pibit.AI's CURE platform - Centralized Underwriting Risk Environment - processes loss runs, submission documents, and risk data at machine speed, helping insurers cut underwriting cycle times by up to 85% and improve loss ratios by up to 700 basis points. After raising a $7M Series A led by Stellaris Venture Partners in November 2025, with participation from Y Combinator and Arali Ventures, the company is scaling its AI models and data partnerships to reshape how the $1T+ P&C insurance industry makes risk decisions.