troubleshooting Question

Proxy for Linux with Authentication - everything encrypted!

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LinuxLinux NetworkingLinux Security
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Hi guys,

I'm currently having a big dilemma and I don't know how to deal with.

My boss travels around the world, so he connects to the Internet from different hotels access points.

What I need to do is setup a proxy for him, that would encrypt EVERYTHING that happens behind that proxy.Links that he visits, everything.

Of course, he has to authenticate in the proxy(encrypted also, I wouldn't like someone to sniff those passwords).

Thought about squid with SSL and authentication, but I'm very afraid that something would go on plain text.

Please give me some ideas and if you had experience with this, some config files to implement this.

Thanks so much for your time!

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