Cassidy has locked in a $10 million Series A, led by HOF Capital with strong backing from The General Partnership, Neo, Alumni Ventures, and Quest Venture Partners. The numbers grab attention, but the story behind those numbers is where things really get interesting.
Every company sits on a mountain of knowledge, Slack conversations, Notion docs, Salesforce notes, Google Drive archives, and most of it just rots in the digital attic. Cassidy makes that data work. It turns the mess into context-powered AI assistants and automations that non-technical teams can actually use. No code, no translation layers, just workflows running on the knowledge already baked into the business. Customer support triages itself, sales data updates on the fly, and internal systems stop feeling like chores and start acting like allies.
Justin Fineberg and Ian Woodfill built Cassidy with complementary instincts. Fineberg started experimenting with GPT-3 in 2020, then reached an audience of 50 million with AI education that made complex tech accessible. Woodfill sharpened his engineering approach at Bubble and Amazon Pharmacy, fusing no-code flexibility with enterprise resilience. Together they’re building a platform already trusted by 12,000 companies, with names like Justworks, Multiverse, and NTT Data in the mix. Enterprise usage grows threefold and activity twelvefold within six months of adoption. That doesn’t happen by accident. It happens because time saved, up to 10 hours per week per team, compounds faster than spreadsheets can capture.
Cassidy is model-agnostic by design, connecting with OpenAI GPT-4, Anthropic Claude, and Google Gemini. It integrates with 100+ tools businesses already rely on, Slack, HubSpot, Salesforce, Google Drive, while meeting enterprise-grade standards: SOC 2 Type II, GDPR compliance, and encryption that satisfies the risk officers. Under the hood, it scales on Azure OpenAI Service, which means startups and Fortune 500 run on the same backbone without compromise.
Hansae Catlett at HOF Capital led the round with conviction, supported by board partners from The General Partnership and Neo. The capital accelerates Cassidy’s roadmap: scaling platform development, expanding enterprise features, and growing customer success. Hiring is active across engineering, product, and client-facing teams, as Cassidy pushes further into healthcare, financial operations, and professional services, industries where wasted hours translate into lost millions.
Cassidy isn’t a sidekick tool or a nice-to-have. It’s leverage in its purest form. Justin Fineberg and Ian Woodfill didn’t just raise a Series A. They raised expectations for what AI should already be doing for non-technical teams.
