Dave McMurtrie <[email protected]> wrote:

> The original poster doesn't mention which IMAP server he's using.

As I read it, he's looking at "random users accessing random servers" - eg a 
user connecting his phone to the guest network and it then accessing Gmail.
I really don't think it's possible to do what he wants. In principle it would 
work for non-SSL connections, but the whole point of SSL is to prevent the sort 
of MiM connection he is trying to do. For it to work, the proxy would need to 
talk SSL to the server (no problem), process the non-protected stream 
internally, and talk SSL to the client. The latter is the problem as the proxy 
will not be able to sign the connection using a (eg) Google certificate - which 
is, of course, the whole point of SSL, the client should flash up a big "this 
site is bogus" warning to the user !

In a corporate environment, with control of the clients, it's possible to 
install your own root certificate on the clients and then use that to sign the 
client-side connection. Obviously that won't work with any other clients, and 
it's a really really bad idea anyway from the security PoV (breaks all 
client-side verification - eg the "green bar" for banking websites).

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