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There’s a lot of really dangerous misfeatures in Windows 98, but this has to be one of my favourites. “I found an executable you might like. Is this good. Would you like to run it” is so obviously harmful in the era of the internet, but at the time seemed maybe vaguely helpful.
@misty Absolute classic!
@misty Windows 98 had such a "Hello, makers of your operating system speaking. We're pretty good with computers, but here's a case we cannot make sense of. For sure you, dear user, know better than us." vibe in so many places. Like the famous question in what format the help system pages should be indexed.
@misty as we systems people like to say, can't spell chaos without OS