Great point. Wonder if there's an analog here with the building of technical platforms. Hind-sight is 20/20 and explaining how one feels he/she made tech decisions could come out similarly subjective. But asking about the story behind the platform might tease out more color.
I think so. In my interview with Emmett of twitch.tv, he mentioned that if he asks customers, "what should I build for you?" the responses are pretty useless.
So instead he teases out what their motivation is (personal expression or making money by broadcasting or something else) and what's keeping them from achieving it (lack of clear stats, or difficulty publishing, etc). That helps him figure out what to build.
