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It is possible? Let's say I have a Linux live CD or USB and I manage to boot from it.

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Very unlikely. As its name implies a proxy server acts as an intermediary between you and the router that connects to the outside world.

When you boot any OS (installed on hard drive or from a live CD or USB), the OS needs a network configuration that can be created manually or obtained automatically from a DHCP server.

On any case, the network configuration needs to know the "way out" of the local network.

If systems admin have done a good job, then the only way out will be the proxy server, so if you try to ignore the proxy server, your traffic won't get out of the local network.

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    It might be better to answer 'Yes, as long as there is an alternate way round' or 'Unlikely as most proxy servers are setup...'. Saying No, when it is possible seems too restrictive. We don't know what purpose the proxy server is playing.
    – fswings
    May 22, 2015 at 11:36
  • On the other hand, @fswings, somehow the question seems to suggest that there is no way around the proxy server when using Windows. Given that, using another OS does not suddenly introduce ways to circumvent such restrictions, I'd assume. :-)
    – Arjan
    May 22, 2015 at 11:44
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    @fswings Changed from "No" to "very unlikely".
    – jcbermu
    May 22, 2015 at 11:45
  • Good point, perhaps what needs emphasising is that bypassing a proxy server cannot be done by changing OS but by using an alternate way out. If one doesn't exist then you can't.
    – fswings
    May 22, 2015 at 11:46
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    It could also be that existing browser doesn't allow user to change proxy settings which, a boot disk os would.
    – fswings
    May 22, 2015 at 11:47

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