I've done this before. I've been presented with a project to do and I've questioned and questioned the reasons behind it, and I've discovered flaws in it, and holes in its fundamental assumptions. And people have told me that I'm being a doubter, or that I'm being negative, or that I'm nit-picking. I've been the voice of dissenting reason - a strange voice.

Then, as happened with a project at my last employer, I've asked enough to get the project cancelled. In that case, the boss thanked me thoroughly for saving the company the money it would have wasted on making that particular software (that wouldn't work). Admittedly, in their case, they suddenly had the idea again, a year later, and made it again, and it was a turkey, but I wasn't on that team that time.

Anyway, I've gone and done it again. It's a pyrrhic victory, I think.