People who care about this sort of thing have already seen it, but the latest installment was compelling enough for me to blog it so I remember it:
Mark Pilgrim, a rather famous die-hard Mac user and, simultaneously, die-hard advocate of free software, recently decided to switch from an Apple PowerBook running Mac OS X to a Lenovo ThinkPad running Ubuntu Linux. His few stated reasons were personal to him, but substantial in truth, and they provoked all kinds of criticism from the traditional to the incoherent.
John Gruber, a rather famous die-hard Mac user and sole proprietor of the Mac blog/column Daring Fireball, wrote at length about Mark's announcement and the subsequent reactions, and included a bit of analysis of his own.
Both were good reads, but the most informative contribution to this discussion so far is Mark's response to John's article, which gets specific about the pain of proprietary data formats.