ArsDigita founder and MIT professor Philip Greenspun has put up a great article on his site about retiring young: Early Retirement
It makes you think. Many of these things I realize are potential problems with retiring completely (especially every time I spend a weekend putting off the large list of things to do around the house). Well worth the read.
Of course, all of that said, I would still like to have the option to hang it all up and find out for myself what early retirement is like. Hopefully one day.