At this point, most everyone is familiar with Skype, a nifty VoIP/IM/Video/Etc client from the makers of Kazaa, now owned by eBay. Skype is pretty cool, and not just because of their supported operating systems. Skype is also a pain for security folks at most enterprises. If you're interested in the Skype protocol, read this doc. Turns out, though, that Skype is also a pain for Skype. Because of the evasion techniques that it implements, which make it hard to detect on a network, Skype has cut itself largely out of the enterprise business market. Businesses are hesitant, quite understandably, to endorse a tool they can't secure, and that allows for the unfettered transit of data out of their network. This leaves Skype with no path up-market.

Those who make these kinds of decisions have seen the light, it seems. Skype has "just appointed someone to oversee the creation of security guides that would set out how to use and manage it securely." It will be interesting to see if they can make this transition.