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Discussion => Security => Topic started by: shermanhex4sun on June 26, 2013, 04:46 am

Title: Tails and using a VPN
Post by: shermanhex4sun on June 26, 2013, 04:46 am
I started using Tails today. My question is this:

when using Tails, can my ISP **potentially** see that i am using TOR?

Before Tails, i had TOR on my HD. I would always first access a trusted VPN, then log into TOR.

Does Tails offer the same degress of protection as using a VPN?

When i use Tails i often get the message, 'the information you have entered is to be sent over an unencrypted connection and could easily be read by a third party.'

Is this message supposed to appear?

Thanks for any replies.
Title: Re: Tails and using a VPN
Post by: astor on June 26, 2013, 05:01 am
I started using Tails today. My question is this:

when using Tails, can my ISP **potentially** see that i am using TOR?

Yes. All they'd have to do is grab a list of the entry guards, which are public, and see if you are connecting to any of those IP addreses.

Quote
Before Tails, i had TOR on my HD. I would always first access a trusted VPN, then log into TOR.

Does Tails offer the same degress of protection as using a VPN?

The Tails devs are against VPNs. You can search tails.boum.org and you'll find threads about it. It's also hard to get OpenVPN running on the same machine as Tor, because of the way it changes the networking settings. Plus you would have to reinstall it each time.

If you wan to hide your Tor use, an easier way is to use bridges, but honestly if you're a buyer, nobody cares enough about you to be watching your internet connection.

Quote
When i use Tails i often get the message, 'the information you have entered is to be sent over an unencrypted connection and could easily be read by a third party.'

Is this message supposed to appear?

It is, but it's a false alarm. It happens when you start on an https connection and switch to http, like when accessing hidden services. Your connection to a hidden service is encrypted end to end, so you don't have to worry about that. You can disable the warning.