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It's clearly safe to create a savings wallet offline with a live CD, as no data can be sent to an attacker even if the live CD image is compromised (which seems unlikely).
However, when it comes to sending a transaction from a savings wallet, the client must be connected to the internet, so the risk increases. If you create a live linux CD, with an OS such as Ubuntu, it is out of date within a fairly short time of it being created as the live CD does not receive the latest patches that a permanent installation normally receives.
Presumably this means there's a chance (however small) that when you use the live CD and connect to the internet a security hole will exist that can be exploited to steal your wallet and wallet passphrase next time you enter it. How big is this risk? (Am I just being totally paranoid?!)
The severity of the risk is obviously a difficult thing to determine in the context of all possible live CDs, so perhaps a better question is this, if the first one is too difficult: have there previously been any security holes in live CD releases that allow an attacker to remotely control the computer?
2I think this question belongs to other SEs, like StackOverflow, SuperUser, Ask Ubuntu, or IT Security, as it is not a Bitcoin-specific problem. – ThePiachu – 2011-12-21T08:19:47.820
1In my opinion, there is sufficient concern about private key safety within the Bitcoin community that it justifies a Bitcoin-specific answer here. – Gary Rowe – 2011-12-21T09:42:47.590