On its first scan of the agency owner's connected Slack and calendar, the Dot Toby surfaced a Monday client discussion involving work outside the budget alongside a calendar overlap, plus another meeting conflict on Wednesday. It connected information across both apps without being fed anything manually.
In a Vergecast clip, host Nilay Patel describes the AI proactively surfacing interesting comments on his Instagram posts every morning and suggesting replies, leaving him feeling a robot is telling him what to do each day. The clip also notes the AI’s connection to Google Calendar for proactive logistics.
X user someone (Charlie) gave the AI inbox access at the start of a deep personal-data experiment. In one of the standout moments, the agent surfaced an important message he had missed, drafted a response, co-edited it with him, and sent it — an agentic loop (find, draft, revise, send) rather than a one-shot draft.
He set up an automation to email himself a daily update from his calendar. Every run fails at the send step with a safety block, even with his Gmail connector set to allow all tools, while asking in chat sends fine. He rebuilt it several ways and every version stops at the same point.
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Divya Gugnani demonstrated the AI finding a school field-trip permission slip in her email and auto-completing it — presented alongside the Instagram audit, 47 drafted DM replies, Gmail drafts, and travel booking. The reel emphasizes the AI Secure VM and approval-before-send controls.
Kndarp sent the AI a photo of a broken IKEA cupboard door with its article number. The AI searched his emails for the original order number, reached out to customer support on chat, and arranged a replacement parcel arriving next week at no cost — 'No £ spent.'
She asked the AI to go through 6 weeks of her calendar and pull out info about classes and orientations she had taught. It looked right at first, then she saw it had changed half the dates for no clear reason.
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