I sit down with Flo, founder of Lindy, to get a live demo of their new product, Lindy Assistant, an AI executive assistant that lives in iMessage and works proactively across email, calendar, Slack, Notion, and 100-plus other tools. Flo walks me through a real day of his own Lindy usage, showing how it drafts email replies, prepares meeting briefs, updates CRMs, and handles calendar changes without being asked. We compare Lindy to OpenClaw and Claude's ecosystem, talk pricing, edge-case power users, and where Lindy goes over the next five years. Try the ultimate AI assistant: https://startup-ideas-pod.link/lindy Timestamps 00:00 – Intro 01:09 – What Lindy Assistant is and why Flo built it 02:27 – The daily morning brief 05:16 – Setup: two steps, two minutes, out of the box 05:53 – Get the most out of Lindy Assistant 09:42 – My three assistant use cases: research, scheduling, and sales leads 15:51 – Lindy vs. OpenClaw 17:57 – Lindy vs. Claude ecosystem 19:51 – Where Lindy goes over the next five years 23:42 – Integrations overview (100-plus tools) 24:42 – What Lindy does well and what it does not replace 26:52 – Pricing: starts at $49/month 27:15 – How power users are using Lindy 28:18 – Voice memos, incoming phone calls, and outbound calls 30:00 – How to use Lindy alongside a human executive assistant Key Points Lindy Assistant lives in iMessage, connects to email, calendar, Slack, Notion, and 100-plus other apps, and acts proactively without being prompted. Setup takes two minutes: provide a phone number and connect a Google account, and Lindy ingests existing email and tool data immediately. Lindy pre-drafts email replies, preps meeting briefs, updates CRMs after calls, flags billing issues, and reschedules dinners at closed restaurants — all without user initiation. The voice and tone of the assistant took extensive prompt engineering; the lowercase, casual register is intentional and difficult to achieve with current models. Lindy targets the "chief everything officer" — the overwhelmed founder or executive — rather than developers or power users who want a fully programmable agent. Pricing starts at $49/month for 90-plus percent of users; heavy users can exceed that and are prompted to upgrade. The #1 tool to find startup ideas/trends - https://www.ideabrowser.com LCA helps Fortune 500s and fast-growing startups build their future - from Warner Music to Fortnite to Dropbox. We turn 'what if' into reality with AI, apps, and next-gen products https://latecheckout.agency/ The Vibe Marketer - Resources for people into vibe marketing/marketing with AI: https://www.thevibemarketer.com/ FIND ME ON SOCIAL X/Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://www.linkedin.com/in/gisenberg/ FIND FLO ON SOCIAL X/Twitter: https://x.com/Altimor Lindy: https://www.lindy.ai
