As to why DreamCast bombed... it's because of Peter Moore. Seeing as how he's bashing and insulting everything about Japan, I don't see why Microsoft even cares about making ground in Japan with the 360....
In my experience from the NGG board on GameFAQs, there are only four types of fanboys: pro-Sony, anti-Sony, pro-Microsoft, and anti-Microsoft. All four of them tend to like Nintendo products at some point at least, with the anti-Sony fanboys being the most likely people to favor Nintendo...