There is a goldmine of unique historical discussion on free software business models on the "Free Software Business" mailing list archives, going back to 1994. Includes industry luminaries including Cygnus/RedHat founders. Content is hard to navigate but priceless, needs to be rescued and imported into a modern mailing list archiver.

http://www.crynwr.com/cgi-bin/ezmlm-cgi?ddn:0:0#b