FOSSBazaar has a bunch of videos by excellent speakers on free software business: 

 Via lwn.net:

FOSSBazaar is hosting videos of the Business of Open Source
mini-conference at Linux.conf.au (LCA).  The goal of this mini-conf
was to share and learn about non-coding business aspects of making an
open source project successful.  Speakers include Jacinta Richardson
(Running an open source training business), Bdale Garbee
(Collaborating Successfully with Large Corporations), Joe 'Zonker'
Brockmeier (Marketing open source projects) and others.

[link]