I’m a little skittish about that question. I asked Greg, our I.T. guy, to give his opinion. He answered,

– They say they encrypt everything on their American site.

– Many orgs who do communications as a business from inside those areas feel that Skype is their most secure communications channel

– China has its own version of Skype, called Tom-Skype:  It’s clearly marked, does not encrypt at least the IM part, and is only downloaded when you download from inside China and don’t use the VPN.” (Thanks Greg)

So my conclusion is — we’d better not totally trust the instant message portion of Skype. It would be more easily filtered, searched, and monitored. And once someone had a bumped-up profile, sensitive lands could possibly choose to listen in on Skype too – and here’s the really weird part: If the listener has a deal worked out with the execs in the national leadership of Skype (e.g., like China), then even if you operated within a VPN, the conversation might not be entirely secure because the listener might be operating from within the circle of security (i.e., from within the Skype firewall). Bottom line: Better not pass out all the family secrets on Skype. Trust a POP3 inside a VPN before you trust Skype. That’s my conclusion.

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