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Re: [tor-talk] Tor -> VPN Clarification



Hi Guys,

Thanks for the prompt replies, they are really helpful.  The image you
posted Bill Berry was especially illuminating, thanks!

So VPN -> Tor is what I'm currently doing with Tunnelblick and TBB, but
could somebody detail how and with which programs you would achieve Tor
-> VPN please?    I'm having a little trouble visualising how that would
work.

A follow-up question about the Tunnelblick set up, if someone does
directly attack my connection and somehow manages to crack the VPN
encryption they are only going to see that I'm using Tor.  Is that correct?

Thanks again!

Squeak

Ben Tasker:
> VPN + Tor may also be useful if you're on a connection where you definitely
> don't want your local ISP (or perhaps someone else on/with access to the
> same network) to see that you're using Tor.
> 
> In this case, the ISP may not be a BT or a Verizon, but a hotel wireless
> provider, employer, starbucks etc.
> 
> In that instance, the local ISP might also object to a VPN, of course, but
> generally speaking a VPN (or an SSH tunnel) is generally seen as 'OK'.
> 
> What you're doing there, though, is shifting the trust you'd normally have
> for your/an ISP to the VPN provider which may or may not prove wise in the
> long run.
> 
> On Fri, Jan 30, 2015 at 10:30 AM, Bill Berry <bill@techwang.com> wrote:
> 
>> This image explains VPN + tor quite well;
>>
>> https://vigilantcanuck.files.wordpress.com/2015/01/vpn-tor.png
>>
>> IMO this setup is a pretty sensible idea given the recent de-anonymisation
>> attacks (e.g. CMU). If your Tor connection gets comprimised, all the Feds
>> have (hopefully) is your VPN IP.
>>
>> The best way to set this up is VPN at a router level (e.g.
>> http://wiki.hidemyass.com/OpenWRT_OpenVPN_Setup), then run Tails or Tor
>> browser on your laptop.
>>
>>
>> On 30/01/15 10:15, Cyrus wrote:
>>
>>> Squeak:
>>>
>>>> Hello,
>>>>
>>>> Relative newbie here, and I was wondering if someone could help me with
>>>> something please. I keep seeing people describing connections to the Tor
>>>> and is VPN connections in the following two ways:
>>>>
>>>> Tor -> VPN
>>>> VPN -> Tor
>>>>
>>>> So if I fire up Tunnelblick, connect to my VPN provider and then open
>>>> TBB which of the above does this describe?  And also, is there a
>>>> recommended way of connecting these two technologies?
>>>>
>>> You connect to Tor through the VPN in this case.
>>>
>>> PC <=> Internet <=> VPN server <=> Internet <=> Tor Network <=> Internet
>>>
>>>  Another thing I've noticed is in the Tunnelblick client that there is an
>>>> option to connect to a Socks5 proxy, this suggests to me that I can send
>>>> the VPN connection through the Tor network.  But I am confused as to why
>>>> one would want to do this, and what the benefits/disadvantages might be?
>>>>
>>> If you don't want a log of your actual IP, doing this would be a
>>> benefit. Though if they already have logged where you are once as a
>>> customer, the point of this is moot. If you had a different account, you
>>> could then use the VPN anonymously.
>>>
>>>> Really appreciate any help you guys could give me!
>>>>
>>>> Squeak
>>>>
>>>>
>>>>
>>>>
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> 
> 
> 

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