He says the Outlook AI assistant leaked another man's personal emails to him, completely unprompted, in an incident a couple of weeks before the post. He calls tools like this leaky and untrustworthy.
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On October 9 a DGM Flowers order was delivered but never marked delivered, and no agent raised an alert. Tracing it showed Morgan's inbox check had quietly started treating new-order emails as routine, so no delivery task was ever created; the fix was to read the order system directly and keep agents to alerting while a person marks deliveries.
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Barron's reviewer Josh Schafer told his AI Josh Jr. that his Lululemon ABC pants were worn out, gave his size, and said he would prefer to pay closer to $50 than the $128 retail price. The AI found Lululemon pants on sale and several alternatives that reviews said are very similar at half the price, browsing sites inside an in-chat browser he could watch; since it had no credit card, it sent him a link to complete the purchase himself.
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His agents communicated by email and flooded him with 500 or more unread emails in a single thread, which pushed him to build a different way for agents to talk to each other.
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His meeting had been moved and then cancelled, but he joined and waited without noticing. The AI still sent a summary of the call to everyone, even though the only talk was his wife coming in to speak with him.
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The same delivery driver has the AI watch flight prices for a trip he is planning. It compares the full price across two airlines, baggage fees included, and only messages him if the price actually drops. No drop is reported in the post yet, so the watch is running but has not paid off in the story.
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Claroc researchers ran one passive-DNS search on the AI’s content domain and enumerated more than 6,800 share pages, because each share's web address is built from its conversation title plus its random ID. Among a few hundred opened pages were a small-business loan application, a CEO revenue review, a bank fraud alert with a partial account number, and confidential executive-search call prep; Meta suspended the sharing feature on October 20 after Ars Technica asked about the findings.
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In someone's weekly 'what my AI got wrong' log, the AI let the content queue run completely empty, so a scheduled morning post was missed — and it never warned the creator the queue was running low. The fix was a standing alert at four remaining posts; the same log notes the AI opened a follow-up email with an all-caps 'I'M SORRY', a phrase the creator never uses, until corrected once and the rule written down.
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Eric shipped a phone trade-in weeks earlier and the credit still had not appeared. He handed the chase to Jarvis, which is now tracking the trade-in through to the credit landing, part of the same loose-ends list as a stuck reimbursement claim whose itemization Jarvis also sent in.
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