It's very subjective, but I find that what is described in the article is pretty much my dream. Of course, I'm not living it, so by that that standard it has so far remained "unobtainable".

Most of the people I know who use that phrase are being somewhat sarcastic. Most notably the helicopter pilot from Germany I knew who was getting paid absolute shit because until you make a certain number of flight hours, your options are extremely limited and you have to take a second job to make ends meet. Every time I said, "What's up?", he said "Living the dream, man!" then proceed to complain about all the shit he has to put up with. He loves flying, but the "dream" is anything but.