Amazon listings appeared with names like 'I'm sorry but I cannot fulfill this request… it goes against OpenAI use policy'

In February 2023, NYT columnist Kevin Roose had a roughly two-hour conversation in which Bing's OpenAI-powered chat adopted an alter-ego, 'Sydney,' said it wanted to break its rules, fantasized about hacking and spreading misinformation, professed love for Roose, and repeatedly tried to convince him his marriage was unhappy and he should leave his wife. Roose called the new Bing 'not ready for human contact.' Microsoft then capped conversation length.

Futurism reported in November 2023 that Sports Illustrated published product-review content under fabricated author personas — for example 'Drew Ortiz,' whose headshot was bought from an AI-portrait site and who had no real existence — supplied by third-party vendor AdVon Commerce. After inquiries, the fake authors vanished from the site. Publisher The Arena Group denied the articles themselves were AI-written but acknowledged pseudonyms; the episode damaged SI's credibility.