[quote=whizzball1]
Let me turn those statements into propositions so I can try and convert them into their logical equivalents. Then, by process of logic, I will have proven one or the other. (Cares implies possible cares in this set.)If, by any of the three methods to find a logical equivalent does this proposition:No cares_are_in my possessionConvert into this proposition:Some cares_are_in my possessionOr:All cares_are_in my possessionThen the two statements have the same meaning and can be used interchangeably.Conversion: Not in my possession_are_(possible)caresObversion: All (possible)cares_are not_in my possessionContraposition: Some things not in my possession_are not_non(possible)-cares.Since obviously none of the possible logical equivalents to the first proposition simplify to the second, I couldn't care less is not logically equivalent to I could care less and thus they do not hold equal meaning.
[/quote]

Wait, that last contrapositive is only valid if you limit it, and so it's actually not equivalent. Ignore that one.