Earlier quoted context omitted.
I’d love to go back to Windows 2000 (and Google circa 2000). The software industry (at least in the desktop side) peaked two decades ago, then spent most of the last decade or so badly reinventing everything on the web.
Gmail didn't come out until 2004. You'd be stuck with Hotmail in 2000. Google Maps didn't come out until 2005. Google Docs (and the subsequent migration of MS Office to web accessible forms) didn't come until even later.
Microsoft's web apps are a grim reminder of how desktop UIs have evolved backwards. (I’m in the midst of evaluating Office 365 as part of some IT transitions at work.) It's missing tons of features even compared to Word 2000. And it's a total pig. I thought Office was a pig before, but moving it to the Web made everything 10x worse. (Google Docs is less of a pig, but that seems to be because it has less functionality than Gobe Productive on BeOS.)
I’ll concede that Google Maps is better than what was available in 2010. It bet it would be even better if Google turned it into a Win32 desktop app.