Place it at the end of a retro computer segment, after the on-screen setup has promised a classic chime, then follow it immediately with Funny Ha Ha Laugh to mark the joke, and save Game Show Correct Answer for the moment the trivia answer is revealed.
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This is a short, roughly two-second clip built around the simple joke that the first version of Windows had no sounds at all, so the button delivers the punchline by offering nothing where a familiar startup chime would be expected. It feels dry and quietly funny, the kind of small anticlimax that lands best with people who remember early computers, and it works because the absence itself is the gag.