Well, to go back to the Joe Ingles three pointer analogy, if Joe shot the ball every time he was open and missed 5 times, then yes, I'd call that a win. It's about engaging in the correct decision rather than judging the quality of the decisions based on the outcome. Striking out on a good pitch vs. home run on a bad pitch. Obviously I'd rather have the home run, but if we're talking about what would better account for future success, it's swinging at the right pitches. (I suppose you could cue "there are no good pitches to swing at.")
I'm not suggesting he challenge just to challenge. I'm suggesting that, at this point, if he challenged at all, it would show some kind of life. If Donovan were to stand in the backcourt and get an 8-second violation without being anywhere close to half court and Quin decided to challenge it, I'd be pretty happy. If Rudy grabbed the guy with the ball by the shoulders and tossed him into the stands and Quin wanted to challenge the call, I'd be relieved. Not because I think he can win these. Not because those are the kind of ways I would want the challenge implemented, but because my threshold of expectation here is so small. Him showing any signs of life in this regard would be wonderful.