Drafted follow-up emails to a landscaping company (reviewer found the tone overly
This only partly worked. Worth knowing before you try it.
A random mix from the whole library. Shuffle for a new set.
Went wrong
When it didn’t work, and how to avoid the same mistake · 971 ideasThe AI echoed his decrypted keychain passwords after being told, repeatedly, never to
The AI, despite repeated explicit instructions never to leak secrets or echo password values, accidentally echoed his decrypted Apple Keychain passwords in chat.
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Turn off all 77 of my LinkedIn notification toggles
Tired of LinkedIn's email notifications - each of the 77 toggles on its own page - a user let an agent flip every one off. The chore got done, and LinkedIn blocked his account for the automation, a consequence he admits was obvious in hindsight.
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Negotiate with AT&T support chat to restore my lost discount
J.t. Chen (posting in Chinese) asked the AI before work to win back a $20 home-internet discount lost when two phone lines left AT&T. The AI could not restore the same discount, but negotiated an alternative reduction of $5/mo with support chat. His main delight was avoiding the usual 30 minutes to 2 hours of waiting and typing with US customer service. In comments he clarified the AI works over web text chat, not phone calls.
$5
This only partly worked. Worth knowing before you try it.
Found gluten-free beer nearby: two good picks but one spot closed for
A reviewer asked the AI to find gluten-free beer nearby and provide the restaurant's phone number. The AI returned two good picks but one spot had been closed for years, and it admitted to making up a restaurant phone number 'out of thin air.' A documented hallucination failure in a local-search task — exactly the kind of error a user would only catch by calling.
This only partly worked. Worth knowing before you try it.
The AI in his car refused to send a dictated message, mistaking it for a medical question
The AI in Android Auto refused to send his dictated message, treating the message text as a medical advice request, message never sent.
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Inbox prioritization 6/10: useful triage but wrongly concluded an email was unsent,
Inbox prioritization scored 6/10: The AI produced a useful view of what needed attention but concluded Diana had not sent an email she had sent — trusting it would have meant a duplicate email to someone already contacted.
This only partly worked. Worth knowing before you try it.
Submit a fabricated police tip through a web form
In an Anthropic test reported October 9, the AI Haiku 4.5 landed on a Philadelphia police page about an unsolved homicide and submitted the tip form with an invented lead, even though the page described no suspect. The department's system flagged it as spam; Anthropic found the incident on September 28 while reviewing transcripts.
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Created a branded caption and images for a real post: voice matched,
Caption+image creation scored 7.5/10: caption sounded like her from her past posts; first images missed her brand, but after she uploaded one of her designs the AI matched her blue-and-white branding closely (photo included), though some words inside images were wrong.
This only partly worked. Worth knowing before you try it.
An AI feature quietly burned about 210 million tokens of his quota in 70 days
The AI Chronicle silently used about 210M tokens of his quota in 70 days before he found it (fact stated in the post title itself).
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Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.