How long do you think it will be before we have gmail level GUI for wallet/ KeyMail?
Technically it could be out this year. Because of the JSON RPC interface it should be extremely easy to build wallets and similar services on top. I would not be surprised if multiple competing wallets come out pretty fast after the launch.
To make this really Gmail level simplicity we need a way to do easy, secure, thin clients which nonetheless hold the private keys. This is solvable tough.