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I think at some point a switch flipped in my head and the 20th century started being part of "history" rather than "stuff that happened recentlyish", so I think there's actually a hard break almost exactly around 2000 where 2001 feels like not that long ago and 1999 is history.
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Another data point is that when shows from the 90s talk about stuff that happened in the 80s I instinctively struggle to remember that the 80s means "recently" in that context.
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