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jo
jo is a voice-first personal AI agent for macOS that runs on your Mac and a private, per-user cloud machine. Rather than waiting to be asked, it proactively summarizes what is on your screen, drafts emails, manages your calendar, clips relevant content, and keeps up with the loose ends of work and life. Built natively in Swift for Apple Silicon and backed by Y Combinator (W24), jo reaches users across Mac, web, iMessage, Telegram, and WhatsApp while keeping personal data local and out of model training.
Gumdrop
Gumdrop is a Boston-based AI meeting assistant that preps you before a meeting and handles the follow-up after it. It pulls context from past meetings, recent emails, and your contact history to build a short briefing that lands about five minutes before you walk in, then runs an AI notetaker during the call that turns spoken promises into a list of action items. Built by Kayak co-founder Paul English, it also handles the boring scheduling logistics through booking links and an email address you can CC to find a time.
Town
Town is a San Francisco AI startup building a personal AI assistant - your 'Townie' - that plugs into the tools you already use (email, calendar, Slack, docs, WhatsApp, desktop and web), learns how you work, and proactively does the work for you. Founded in late 2024 by former Plaid CTO Jean-Denis Greze and ex-Google applied-AI director Tony Vincent, Town launched in 2025 as an AI-driven tax-and-compliance service for small businesses, then widened into a general-purpose assistant. It exited beta in June 2026 alongside a $55M Series A led by Andreessen Horowitz.