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I need to manage a hosting in a private way... and this includes FTP transfers.

I want to do it running TAILS (Linux distro based on TOR and Debian), and I have the following problems:

First: Tails uses TOR, and it is not 100% anonymous/secure.

  • TOR connections can be sniffed at the exit node (Governments/Bad people run exit nodes)
  • Original IP can be tracked back when using external applications (FileZilla FTP client?)

[Sources]: HowtoGeek article and HideYourIP article.

Second: I'm gonna be using my personal computer, but even if I run a different Live SO (Tails, as mentioned), my MAC adress is always the same. Should I randomize it or just ignore it (I will care if I need to, because I really want the "perfect" privacy).

If anyone knows something more I should not forget, please tell me.

Thanks for taking your precious time to read this.

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+1 for interesting question. you could just look for a hosting provider that accepts bitcoin as payment if you want better privacy? sign-up + login through either a secure proxy or tor and you're fairly anonymous with noone ever knowing your originating IP –  James Jun 24 '13 at 19:06
    
be aware, in practice, there is never such a thing as absolute anonymity or perfect privacy. –  Frank Thomas Jun 24 '13 at 19:20
    
@James Thanks, I was thinking about wire transfer, but Bitcoin appears to be a good option too :) –  Atlanticwater Jun 24 '13 at 19:50
    
no worries. you could just purchase the bitcoins on an exchange like mtgox.com and then use if you dont have ability to generate yourself –  James Jun 24 '13 at 19:53
    
@FrankThomas Yes, sure... it's quite sad, but I think that if you make it difficult and expensive trying to find out who is the owner of the site (nothing illegal, just freedom of speech) it might be that no one (Govs. included) wants even make the try. ;) –  Atlanticwater Jun 24 '13 at 19:53

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