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I too see this phrase used and it often seems to imply the opposite meaning of what is intended. It is indeed confusing.

Generally the phrase is "I couldn't care less", meaning it is impossible to care any less than I already do.

I think "I can care less" is meant to mean "I can care less than most people do, because it doesn't matter to me".

In my experience people say "I can/could care less" when they mean to say "couldn't care less". An incorrect correction of the double negative.

Thanks for the language advice!