"You look tired!" In which countries is this a compliment?

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A Google search didn’t throw up anywhere where this is a compliment except for Nigeria https://www.quora.com/Is-it-rude-to-tell-people-they-look-tired

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I don't think Americans would be any more sensitive to this than anyone else.

If you've been working hard and look it, it's more a sign of empathy than a compliment. I wouldn't be offended by this in the least if I actually was tired.

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In Japan it is a standard greeting, for example when you meet someone in the evening and have a drink, when you finished work for the day, when congratulating someone for having finished some project:

お疲れ様です otsukaresama desu

which means something like "you are tired", but is better translated to something like "Good work!"/"You're working hard!"

This greeting is polite and can be used both to people close and not-so-close, as well as your superiors.

On a similar note, in Japan it is actually okay to sleep during meetings, to some extent. There is a specific phrase,

居眠り inemuri

which literally means "present sleep", i.e., the person is sleeping but still present in the sense that if his name is called he will promptly wake up and reply to whatever question he is asked. This is a sign of working very hard, and is therefore not necessarily (depending on circumstances) seen as a bad thing.

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