What a challenge to hoist upon yourself, TheRasteri! Did you not have an Apple keynote to watch yesterday? I joke obviously, because his 9:49-long video makes for compelling viewing. Watch as he upgrades from 1985's 1.0, through to today's 7, going by way of all the classic versions, as well as Doom II and Monkey Island. [YouTube via WinRumors]
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Actually that was pretty fantastic...though he did skip a couple (ME in particular comes to mind, as it did for some others) - but then, ME wasn't really an OS of its own.