Andreessen Horowitz has led a $55 million Series A round in Town, an AI-powered personal assistant that integrates with tools like email, calendar, Slack and docs to learn your workflow and proactively suggest or execute tasks. Founded by ex-Plaid/Dropbox CTO Jean-Denis Greze and ex-Google/Dropbox product lead Tony, Town aims to turn raw AI intelligence into practical leverage by holding deep, ongoing context and automating follow-ups, scheduling and other messy operational work.

• Andreessen Horowitz led a $55M Series A in Town, an AI assistant embedded in Gmail, Slack, calendar, docs and WhatsApp that learns your workflow and proactively drafts, schedules and follows up
• Founded by ex-Plaid/Dropbox CTO Jean-Denis Greze and ex-Google/Dropbox product lead Tony, who built early versions organically before investors noticed it spreading through group chats and referrals
• Its moat is accumulated personal context (writing style, recurring meetings, dropped follow-ups) that competitors can't quickly replicate
• Investors are betting the next consumer AI wave is contextual, action-taking assistants rather than smarter chatbots

a16z led a $35 million Series A for Lassie, which builds AI agents to handle billing, insurance claims, payroll and other back‐office work for dental practices. The founders spent months in dental offices mapping workflows and have already onboarded 700 practices, cutting errors and saving 250,000 labor hours a year. Lassie plans to expand beyond dental into broader small-business automation.

• a16z led a $35M Series A for Lassie, an AI agent startup automating dental practice back-office work (billing, insurance claims, payroll)
• Already live in 700+ practices across 49 states, generating $10M annualized revenue and saving 250,000 labor hours/year
• Founders spent months doing hands-on work in a dental office and interviewing healthcare staff before writing code, building deep workflow-specific knowledge that's hard to replicate
• Lassie plans to expand its AI-agent labor model from dental into broader small-business automation

Matthew Gallagher built MEDVi, a telehealth service for GLP-1 weight-loss drugs, using only AI tools and one sibling in under two months. He outsourced medical and logistics functions, automated marketing end-to-end with AI, and drove $400 million in revenue his first year while targeting $1.8 billion next.

• One person (plus one sibling) ran MEDVi to $400M revenue and 250,000 users in a single year by outsourcing prescriptions/logistics and using AI tools for everything else
• MEDVi's 16.2% net margin is roughly double competitors like Hims & Hers
• Gallagher's prior startup, Watch Gang, hit $11M revenue but collapsed under 60 employees, teaching him that headcount kills profitability—directly shaping MEDVi's lean, AI-driven model
• He's targeting $1.8 billion in revenue for 2026 despite criticism over "grey-area" marketing tactics