The "any number squared is positive" rule is just something high school teachers like to tell their students because they know they'll never reach the point where this statement becomes false in high school, and those that will study math later on will get by anyway.I have a feeling I won't understand the answer anyway, but how does the concept of square-rooting negative one make sense, when any number squared is positive? In other words, how CAN the square root of negative one exist when it breaks other mathematical rules?
It's like telling children in elementary schools that you can't divide 3 by 2 without rest because they don't know rational numbers.
Now "sense" is of course a completely different thing. For mathematicians, sense is secondary, if they can define a set of numbers that allow x² = -1 etc. to have a solution and everything's consistent, they're satisfied. If it has a practical purpose is another issue, but as it turned out in physics, in certain fields there's actually a meaning behind imaginary numbers.