Take the 2-minute tour ×
Super User is a question and answer site for computer enthusiasts and power users. It's 100% free, no registration required.

I have a couple of Virtualbox VMs (ubuntu guest) running on a windows 7 host, but internet access is through an authenticating proxy with a self signed certificate. Configuring this for just one of my VMs took several hours because of all the places I needed to add the authentication info and the manually installed certificates. To make the setup a bit easier, I am looking for some way to set up virtualbox witha transparent proxy so that I don't need to configure every program in each VM. AFAIK virtualbox itself doesn't have support for anything like this, so I assume I would need to set up a proxy server of my own (e.g. squid) to act transparently and forward all requests to the authenticating proxy. However, I have a few questions about this:

  1. Will squid be able to deal with the issue of self-signed certificates, or will I still need to manually install them on each VM?
  2. Would it be better to install squid in the windows host, or in a VM of its own? i.e. which will be easy to set up and work with? My instinct is to install it in another VM so keep the host clean, but I have no idea how to configure the network for that.
  3. Is there a simpler approach I'm missing?
share|improve this question

1 Answer 1

3.Is there a simpler approach I'm missing?

Perhaps:have you tried NATting your VMs? In other words,choosing a Natted network adapter, in the Network configuration GUI. In this case, all traffic from your pc will appear to originate with your host machine which,if I understand this right, is already authorized.

share|improve this answer
    
NAT is the default, but it doesn't seem to solve the authorisation or certificates problem. Perhaps there is something else I need to configure? –  aquavitae Jan 29 at 6:29
    
@aquavitae Nope: it just means your LAN security is able to detect pcs hiding behind NAT, it is a serious security measure which is rarely implemented. It aims at forcing you to register, which appears at this point as the only solution you have. If you had used a Linux/Unix pc, there are countermeasures, but none that I know of in Windows. Sorry. –  MariusMatutiae Jan 29 at 6:50
    
Thanks for the info. I have successfully set up a transparent proxy before so that I only authenticate in one place, but that was in a single VM and it didn't deal with the certificates issue. –  aquavitae Jan 29 at 7:20

Your Answer

 
discard

By posting your answer, you agree to the privacy policy and terms of service.

Not the answer you're looking for? Browse other questions tagged or ask your own question.