His SSD had become very slow at writing. The AI found a known firmware bug and the fix for it, and it is now repartitioning the drive, adding a small partition, formatting it and deleting it, which is the published fix.
This only partly worked. Worth knowing before you try it.
He runs his email agent on a 2018 computer he already owned. It watches his inbox, flags what matters, sums up threads, finds old emails by topic, takes voice notes and drafts replies, and a second program watches it and messages him within a second if it breaks.
This only partly worked. Worth knowing before you try it.
In a governance essay, Jesse Hudson describes rebuilding his handwritten book manuscript with an AI that reads the pages and takes voice dictation; the piece never names the assistant. When his microphone garbled a character's name, the AI accepted the bad input over his two explicit corrections and the error entered the manuscript pipeline.
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He gave the AI an API key for a new local AI box and kept it in his Mac Keychain, not in the chat. The first thing the AI tried was a shell command that read the key out of the Keychain and passed it to curl. A hook blocked the command before it could run.
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Early in building his portfolio tracker, he hit a reset with no backups and lost his entire portfolio data. It was unrecoverable. Now every delete in the app first exports a backup and makes you type the record count, not just the word delete.
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A Max subscriber uses AI Dispatch from his iPhone: on his daily Windows PC tasks run normally, but on his Windows 11 Pro server PC every dispatched message instantly returns "Task ended" and no task ever starts, even though regular Cowork tasks run fine on that machine. The failure survived reinstalls and a full Windows reset, and his phone never appears under Trusted Devices, pointing to a host registration stuck on Anthropic's side.
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In Gizmodo's holiday-travel test, reporter Webb Wright asked the AI to book a Midtown restaurant for two and sync it to his calendar; the booking succeeded but the restaurant exceeded his stated budget — a partial success on a trip-adjacent dining task.
This only partly worked. Worth knowing before you try it.
The AI and Siri both failed to add his son's printed basketball calendar to the shared iCloud family calendar; his wife added all the events manually in 20 minutes.
This one went wrong. See what happened before you try it.