The more interesting question in that case, is why play it at all, if you're going to take all the life out of it only you demonstrate a hollow win.
If things are less serious and also more squishy when it comes to the rules (despite the very absolute “no communication” rule I do think that some talking in The Mind doesn’t immediately destroy the experience and if you find a happy medium and approach with the group you are playing with it can even enhance the experience) then I would generalize that it’s in general easier for wins to be hollow, because there is more room to “cheat” in ways that ruin the experience.
It’s given as a guideline (in the optional to read spoilery upside down box on the rules that explains that it’s a game all about timing), not an actual rule, but that still completely contradicts your statement that “that's how you are supposed to beat it”.