Playing to win. = Putting forth maximum effort in an effort to succeed at a task.
Putting forth maximum effort in an effort to succeed at a task. = Getting the most possible out of your character. (Applying this to WoW.)
Getting the most possible out of your character. = Min/Maxing.
Therefore:
Playing to win. = Min/Maxing.
5 is bigger than 4, no matter how much you may like the shape of the number 4.
You just proved Data's point of subjectivity. You can't aptly define "win" in a never ending game. You can't Beat WoW. 5 is bigger than 4. So what? Is 4 too low to win with?
By your definition, to "win" wailing caverns, you need a group of 80's with best in slot gear. Obviously, that's overkill, but since you can't draw a quantitative line to separate what is and is not required to "win" content, your arguement comes across as nothing more than complete nerdism ment to elevate your own opinion of yourself by contrasting it to people you believe you're better than.
If you were to take Data's character into your raid's 25 Naxx run (instead of your main) do you think your raid would be unable to clear that night? Of course you would clear it.