I'm twenty and still remember how to use MEMMAKER. Oh the joys of 640k.
I use the command prompt similar to yourself as well. And because of that usage, Winkey+R, notepad or calc or iexplore has become muscle memory.
I've had some shitty experiences with Aliant employees as I'm from Halifax, but nothing that would drive me that far. Christ.
"Though a program be but three lines long, someday it will have to be maintained." -- The Tao of Programming