Earlier quoted context omitted.
I understand what mean about it not being part of Microsoft's DNA, but it seems like you're trying to blame Microsoft's poor web presence on its age. How do you then rationalize other pre-Web companies like IBM and Apple who have managed to successfully embrace it?
IBM and Apple each have a more homogeneous audience. IBM is a consulting company and courts mid- to upper-level manager types with purchasing authority. After few seconds on the page you are invited to speak with a sales consultant via a popup. Apple is focused exclusively on the (premium) consumer space. Both companies represent top-down totalitarianism (I say this without value-connotation): IBM suggest corporate c…
If you're going to go after a very varied audience you should probably think carefully about whether you need to have lots of sub brands (e.g. Proctor & Gamble) so that your customers simply google for the sub brand, or whether you actually can attach some core values onto the parent brand that will be meaningful in all these different markets (e.g. Virgin or Disney). It's no good having a scatter gun product strategy then neglecting your branding and online presence because you sell to everyone everywhere.