Descriptions:
Greg Isenberg sits down with Flo, founder of Lindy AI, to walk through Lindy Assistant — a new product that installs an AI executive assistant directly inside iMessage. Unlike general-purpose AI tools that wait to be prompted, Lindy Assistant operates proactively: it monitors your inbox overnight, triages emails, pre-drafts replies in your voice, surfaces calendar conflicts (flagging, for example, that a dinner reservation is at a closed restaurant on a Tuesday), and prepares meeting briefs before calls start. The demo uses live data from Isenberg’s own iPhone, showing a morning summary, four drafted email replies, and a real-time scheduling action — all delivered in a casual, lowercase conversational tone the team spent significant effort engineering.
The product connects to email, Google Calendar, Notion, Google Docs, and meeting transcripts, and supports voice queries via an iOS Shortcut mapped to the action button. Flo explains the shift from Lindy’s earlier open-ended workflow builder toward a deliberately opinionated, out-of-the-box product that doesn’t require users to design their own automations.
Isenberg, who is also an investor in Lindy, discusses practical business use cases such as auto-routing inbound leads to his agency LCA, immediate human follow-up triggers, and using Lindy to search across past meeting notes by voice. The episode doubles as a product walkthrough and a candid investor-founder conversation about what distinguishes an AI assistant that feels genuinely personal from one that merely executes tasks.
📺 Source: Greg Isenberg · Published April 06, 2026
🏷️ Format: Interview
