I love this idea and put it in practice (sort of) when working on prioritization. For example, say we want 15 features done, I compare feature A to the other fourteen asking "If I can only do A or X, which would I do?" with the winner earning a point, kind of like a Round Robin tournament. Then do the same for the rest on down and tally up the scores.

Hasn't failed me yet and if you do it as an org it helps with arguments down the line