Town’s AI assistants learn your life—Andreessen Horowitz and Forerunner just backed the vision with $55 million

Town, a startup founded by former Plaid CTO Jean-Denis Grézé and former Google AI director Tony Vincent, raised $55 million in Series A funding led by Andreessen Horowitz to develop personalized AI assistants called Townies. The assistants connect to users' email and calendars to learn their preferences and proactively suggest or automate tasks, targeting the global AI assistant market projected to reach $74 billion by 2033. The company has nearly 10,000 users with 99% retention over two months among those who built custom automations.

Jean-Denis Grézé’s AI assistant is a silver fox who wears a little satchel, and her name is Ivy. Ivy is Grézé’s Townie—the personalized AI assistant at the center of his startup, Town. His choice of mascot, an homage to his prematurely grey hair, says something about the product’s philosophy: this isn’t a chatbot. It’s yours. Mine is a rotund, furry creature named Algernon. Town raised a $55 million Series A, led by Andreessen Horowitz, Fortune learned exclusively. Forerunner Ventures, First Round, Alt Capital, and Conviction also participated. The company was founded in late 2024 by Grézé—former CTO of Plaid—and Tony Vincent, former director of applied AI at Google https://fortune.com/company/alphabet/ . Town is chasing the global AI assistant market valued at $16 billion https://www.grandviewresearch.com/industry-analysis/ai-assistant-market-report in 2024 and projected to reach $74 billion by 2033. The productivity software layer it sits on top of is already a $110 billion business https://www.mordorintelligence.com/industry-reports/global-business-productivity-software-market , on its way to $196 billion by 2031. And the actual prize—what Grézé calls “a trillion-plus in revenue”—is the more than one billion https://aiimi.com/insights/who-are-knowledge-workers-and-how-does-ai-technology-speed-up-their-work knowledge workers globally. The company’s premise is deceptively simple: most people still aren’t using AI https://fortune.com/2026/05/29/anthropic-raises-65-billion-at-record-965-billion-valuation-promises-mythos-ai-model-in-wide-release-in-coming-weeks-releases-claude-opus-4-8 to its full potential. “The 80th percentile user uses ChatGPT or Claude at most three times a day,” Grézé told me. “They just don’t have good intuition for what AI can or can’t do. Those systems aren’t connected to everything they use.” Town’s answer is to flip the relationship entirely. Users can’t sign up without connecting their email and calendar. From there, Town builds a picture of who they are and begins suggesting actions before they’ve had to ask. In the first five minutes, it surfaces a biography of the user based on what it already knows, then offers three to five things it can do at that moment. Over time, Townies learn preferences, notice patterns, and eventually ask whether they should just handle certain tasks automatically. Examples include automatically generating research briefs on unknown senders of emails or automatically translating documents into a preferred language. Grézé describes the target user as “ prosumer https://fortune.com/2025/01/02/the-crystal-ball-what-2025-holds-for-pivotal-sectors-including-crypto-consumer-and-health/ “: people who use the product for work about 70-80% of usage but whose personal and professional lives are deeply entangled. They have a sizable user community of Australian plumbers—one user told the company he gets 300 emails a day spanning emergencies, active job sites, potential new clients, and supplier bills. Town sorts all of it. The company is approaching 10,000 users, with 99% retention over two months among users who’ve built even one custom automation. Town builds on Google and Microsoft https://fortune.com/company/microsoft/ infrastructure https://fortune.com/2026/05/21/microsoft-copilot-ai-openai-satya-nadella-gemini-claude/ —the same companies fielding their own AI assistants https://fortune.com/2026/05/29/microsoft-working-on-super-app/ Gemini https://fortune.com/2026/01/14/google-gemini-ai-personal-assistant-gmail-photos-youtube-history-personal-intelligence/ and Copilot with far deeper native data access. Grézé isn’t dismissing the risk, but points to precedent https://fortune.com/2026/05/19/viktor-ai-startup-raises-75-million-for-virtual-coworker-exclusive : Superhuman competes directly with Gmail and hasn’t been locked out. Notion has built hundreds of millions in revenue on top of Google Docs. “Even Google, to build a competing product, has to benefit from the entire ecosystem being open,” he said. Forerunner founder and managing partner Kirsten Green has confidence in Town’s ability to stay ahead. “There is a lot to be said for just being focused on delivering on a particular value proposition to a particular type of user,” she said. “Everyone at Town is focused on how to make users and their Townies more powerful, more productive, and more in partnership together.” Green’s conviction also lies in the team. Grézé spent seven years as CTO of Plaid, including the years the Visa https://fortune.com/company/visa/ acquisition collapsed https://fortune.com/2023/11/02/plaid-ipo-visa-doj-sale-ai-instacart-cfo-payments/?utm source=search&utm medium=suggested search&utm campaign=search link clicks under DOJ scrutiny—watching a transformative exit evaporate and rebuilding from it. The lesson, he says, is that building something people love is the only durable thing. “We don’t want Town to extract data out of you, we don’t want it to threaten your job,” he said. “We just want to build something that generally helps people.” See you tomorrow, Lily Mae LazarusX: @LilyMaeLazarus https://archive.ph/o/tzAhs/https://x.com/LilyMaeLazarus Email: lily.lazarus@fortune.com Submit a deal for the Term Sheet newsletter here mailto:termsheet@fortune.com . Joey Abrams curated the deals section of today’s newsletter. Subscribe here https://archive.ph/o/tzAhs/https://fortune.com/newsletters/term-sheet . VENTURE DEALS - Mach Industries https://machindustries.com/ , a Huntington Beach, Calif.-based defense technology and munitions company, raised $300 million in Series C funding. Infinite Capital and Ribbit Capital led the round. - Spiro https://www.spironet.com/ , a Dubai-based electric motorbike and battery-swapping company, raised $215 million in funding from Equitane , Impact Fund Denmark , and others. - Adaptive Innovation https://www.adaptive.co/ , a New York City and Dallas-based AI-powered home health care company, raised $50 million in Series A funding. Felicis led the round and was joined by Bain Capital Ventures , Optum Ventures , Sunflower Capital , BoxGroup , Dorm Room Fund , Constellation , and SV Angel . - Endra https://www.endra.ai/ , a Stockholm, Sweden-based AI platform for MEP engineering, raised $50 million in Series A funding. a16z led the round and was joined by Notion Capital and Norrsken VC . - Findigs https://www.findigs.com/ , a New York City-based AI-native leasing decisioning platform, raised $32 million in Series C funding. RPM Ventures led the round and was joined by Nyca Partners , Frontier Venture Capital , and Western Technology Investment . - Novellia https://novellia.com/ , a New York City-based real-world health data and analytics company, raised $18 million in Series A funding. Spark Capital led the round and was joined by Khosla Ventures , Bling Capital , and TMV . - Ilant Health https://www.ilanthealth.com/ , a New York City-based AI-powered obesity and cardiometabolic care company, raised $15 million in Series A funding. Cornucopian Capital led the round and was joined by naturalX , Peakbridge , Semcap AI , Evidenced , Operator Partners , and others. - Flok Health https://www.flok.health/ , a Cambridge, U.K.-based AI-powered physiotherapy company, raised $12.5 million in Series A funding. Albion VC led the round and was joined by Eka VC , Form Ventures , and Mercia Ventures . - Plot https://plot.so/ , a New York City-based social video analytics platform, raised $10 million in seed funding. XYZ Venture Capital and Mischief Ventures led the round and were joined by Seven Seven Six and Acme Capital . - ZERODRIFT https://www.zerodrift.ai/ , a New York City-based AI-powered compliance and data governance platform, raised $10 million in seed funding from a16z speedrun , Reign Ventures , PitchDrive Ventures , U&I Ventures , and others. - Bayshore https://www.bayshore.ai/ , a Munich, Germany-based agentic AI platform for legal and compliance tasks, raised $8 million in seed funding. Earlybird Venture Capital led the round and was joined by Lucid Capital , Booom , Heliad , and angel investors. - NP Company https://www.npco.ai/ , a Paris, France-based AI-powered engineering simulation software company, raised €6 million $7 million in pre-seed funding. Partech led the round and was joined by the Peugeot family office and angel investors. - INXM https://www.inxm.ai/ , a Berlin, Germany-based AI process execution engine, raised €5.7 million in pre-seed funding. Cherry Ventures led the round and was joined by Redstone and Angel Invest . - HLRBO https://www.hlrbo.com/ , a Brainerd, Minn.-based online marketplace for hunting leases, raised $2.5 million in funding. Mairs & Power Venture Capital led the round. PRIVATE EQUITY - NMI , backed by Francisco Partners , Great HIll Partners , and Insight Partners , acquired Fee Navigator https://www.feenavigator.com/ , a Philadelphia, Pa.-based AI-powered pricing intelligence platform for payments companies. Financial terms were not disclosed. - RTC Aerospace , backed by Stellex Capital Management , acquired Automatic Products https://automatic-products.com/ , a Sumner, Wash.-based precision machined components manufacturer. Financial terms were not disclosed. - VU Custom , backed by Greybull Stewardship , acquired YR ID https://thisisyr.com/ , a Middlesex, U.K.-based product personalization software company.. Financial terms were not disclosed. EXITS - Framatome acquired the French valves operations platform of Trillium Flow Technologies https://www.trilliumflow.com/ , a Glasgow, U.K. and Houston, Texas-based valves and pumps company and portfolio company of First Reserve . Financial terms were not disclosed. PEOPLE - 645 Ventures https://645ventures.com/ , a New York City-based venture capital firm, promoted William Hess to Principal. - Angeles Equity Partners https://www.angelesequity.com/ , a Los Angeles, Calif.-based private equity firm, hired Chris Huetsch as a Principal on the investment team. Formerly, he was with Arsenal Capital Partners . Sign up https://www.fortune.com/newsletters/term-sheet?&itm source=fortune&itm medium=nl article tout&itm campaign=term sheet for free.