That job posting stood out to me as well, and I think for startups this is great advice. However, the elephant in the room is what a pitch for Windows Mobile actually should look like?

It seems like acknowledging the shitty past would be a huge gamble, because you would be reminding customers of how bad Windows Mobile was in general, which makes the customer question how much it really could have improved. Granted, everyone appreciates straight talk in theory, but they also have to weigh how many people will correctly interpret a straight message versus how many would be sucked in by the BS. Of course it would have been much easier if they had something truly interesting to offer, but let's face it, most products are not world-changing, and for a company with the kind of political overhead Microsoft has, it's already a major success to ship something that brings them up to par with other market players.