Good essay, overall. The main thing about it that rubs me the wrong way, a little, is the notion of "switching," as if Windows is altogether a bad habit and Mac is entirely good. This I find, not only in your essay, but more generally in the Mac crowd.
A few years ago, I learned my way around Debian Linux, and I still use it today, where it makes sense for me to do so. I didn't "switch" from Windows to Debian (or Ubuntu, or any other distro). I added to my knowledge, and gained some proficiency with a different OS. It's not "either/or," it's "both and." I pick Debian when I want to set up a rock-solid, light footprint server at home, for example. I use Windows at my clients' sites, which are almost invariably Windows shops, and often at home.
Now that I've bought a Macbook, I'm learning OS X, but I'm very comfortable continuing to do stuff in Windows via Parallels, particularly since my machine is powerful enough that I don't even notice any performance penalty with the virtualization. I have no intention of "switching" to Mac, as if I needed to get rid of the Windows disease. More tools in my toolkit, says I.
Why is this notion so prevalent in the Mac community? Why do so many Apple enthusiasts feel the need to disparage Windows users (not just the OS, but the people using it) as being "in the stone age," and worse? It makes as much sense as my friend who drives an Odyssey calling me names because I drive an Escape.
J