the problem is that the mainstream non-power users are where the money is at - power users are just the foot in the door, and when you get in, you don't care about them anymore.
Speaking of GMail, it's the same attitude basically. For example they added these automatic labels with some nonsensical heuristics, which don't work most of the time and are impossible to remove. One more "smart" improvement and I'm closing my GMail account for good, seriously.
When I started to think about how Google was privy to just about all of my online and some of my real-life activity, it occurred to me they could build a disturbingly accurate profile on me, and while I'm just a boring 30-something middle-class white guy, I still found that creepy. Now I spread my data out between Google, BlackBerry, Outlook, and Yahoo and it's not really any less convenient than having it all integrated (the phone does integrate it all I suppose, but BlackBerry is not trying to use that data to show me ads).