Guide to configure squid, squidguard, https?

Jambro1964

I used GPO to push the cert to all domain computers, the pain was all the BYODs and had to manually import the cert. I just stuck it on the internal webserver and gave all instructions to get to it and import it. Wasn't that bad.

My problem now is that Squid has problems with https sites that are using TLS 1.2. Any one know how to fix that in the Squid-dev so I can continue to use MitM?

Thanks,

Jim

thecableguy

@KOM:

The guide I linked to was much easier for me to understand (I just did this whole exercise two weeks ago!) than the one you provided. Really, it's a lot easier than you think:

1. Login to pfSense via SSH and go to /usr/local/www
2. Create wpad.dat and stuff it with:

function FindProxyForURL(url,host)
{
return "PROXY Your.Proxy.IP.Address:3128";
}

3. Copy wpad.dat to wpad.da and proxy.pac to support other auto-discovery methods
4. Create a DNS entry for wpad and point it to your pfSense LAN IP
5. Create a DHCP Option 252 entry and point it to your pfSense WPAD URL: http://Your_pfSense_LAN_IP:Port/wpad.dat
6. Add LAN rules that block port 80 and port 43

Done.

I understand this however, is there a step by step guide? I am still learning BSD and Linux and don't want to make any mistakes..

Thanks

marcelloc

KOM steps are a step by step guide. The dhcp stuff you can configure on your active directory (Windows) but you will also find good guides looking for wpad + dhcp configuration on forum, Google and/or youtube.

cwagz

@marcelloc:

While using transparent proxy, create a host alias with hosts/ips (not domains) you want to bypass the transparent proxy and then put this alias on squid general tab(bypass proxy to these Destination ips).

I tried this again and realized I was missing a required host. It works! Minecraft needs the following bypassed:
s3.amazonaws.com
authserver.mojang.com

Thanks again

marcelloc

The real time tab is really useful for these diagnostics :)

cwagz

Maybe this will help some for thecableguy. From KOM guide which I followed:

I put my wpad.dat on a virtual machine running ubuntu but the same stuff works in pfsense i believe. There are a lot of blogs and posts that show how to use this stuff as well.

1. Login to pfSense via SSH and go to /usr/local/www
I use Putty on windows to do this. You have to turn SSH access on in pfsense

2. Create wpad.dat and stuff it with:
you can also do this from inside pfsense using the "edit file" page
or cd to the directory above and then use nano to create the file (hopefully nano is included in pfsense otherwise google how to use vi)

#nano wpad.dat

function FindProxyForURL(url,host)
{
return "PROXY Your.Proxy.IP.Address:3128";
}

3. Copy wpad.dat to wpad.da and proxy.pac to support other auto-discovery methods
#cp wpad.dat wpad.da
#cp wpad.dat proxy.pac

4. Create a DNS entry for wpad and point it to your pfSense LAN IP

5. Create a DHCP Option 252 entry and point it to your pfSense WPAD URL: http://Your_pfSense_LAN_IP:Port/wpad.dat

6. Add LAN rules that block port 80 and port 43

Done.

MrGlasspoole

I can't get WPAD to work.

What i did is installing vHosts and there i made this setting:

Host: wpad.mydomain.net
IP Address: 192.168.0.1
Port: 80

I uploaded .dat, .da and .pac to /usr/local/vhosts/wpad.mydomain.net
I checked lighty-webConfigurator.conf and the mimetypes are there.

webConfigurator is set to HTTPS and "Disable webConfigurator redirect rule"

DNS Resolver Host Overrides has:

Host: wpad
Domain: mydomain.net
IP: 192.168.0.1

DHCP Server LAN Additional BOOTP/DHCP Options has:

255 TEXT http://192.168.0.1:80/wpad.dat
255 TEXT http://192.168.0.1:80/wpad.da
255 TEXT http://192.168.0.1:80/proxy.pac

I can download the files in the browser with wpad.mydomain.net/wpad.dat
It also works if i add the path to the wpad.dat into the browser proxy settings
but Auto-Proxy does not work.

I also wonder about blocking port 80. If i do that no side is reachable anymore.

And just as i wrote that i had the idea to check if 192.168.0.1:80/wpad.dat downloads
the file in the browser - it doesn't. Maybe thats the problem?

wiz561

A question about the wpad configuration and squid in standard mode with HTTPS. Can you cache HTTPS pages? Do you have to do the MitM and install the self signed certificate on the client workstations in order for you to cache HTTPS?

marcelloc

Yes and yes. :)

vbentley

@Cino:

WPAD is the way to go.. There are ways around it but its the easiest to block pages HTTP/HTTPS without setting up MILM and dealing with certs.

However, WPAD has some security vulnerabilities that will run Javascript. It doesn't matter if Javascript is blocked in the browser or switched off. You should prevent WPAD from executing someone else's code should the client fail to find wpad.dat at your intended location.

For example…
Your Squid proxy is on 192.168.1.1
Your client device has a hostname of 'pc7'
DHCP puts it into the domain 'pfsense.co.uk' so that it's FQDN is pc7.pfsense.co.uk

Then you need these in your DNS forwarder before using WPAD

wpad.pfsense.co.uk resolve to your proxy, 192.168.1.1
wpad.co.uk resolve to your proxy, 192.168.1.1
wpad.uk resolve to your proxy, 192.168.1.1

If you have additional search domains pushed by DHCP, say pfsense.org.uk, you will also need these...

wpad.pfsense.org.uk resolve to your proxy, 192.168.1.1
wpad.org.uk resolve to your proxy, 192.168.1.1

Now that we have many new TLDs, we probably should also have...

wapd resolve to your proxy, 192.168.1.1

...If a client device DHCP's outside of your cosy secure network into someone else's, WPAD will go looking for a wpad.dat anywhere down that domain's hierarchy.

MrGlasspoole

Some help please :)