Configuring PfSense as a Reverse Proxy for Lync Web Services

pfSense - Squid + Squidguard / Traffic Shapping Tutorial

PfSense Web Filter – Filter HTTP(S) with SquidGuard
Here I is the step by step procedure to install a Pfsense based Proxy server. When you mentioned "set your proxy port to port number remember this port number as we will need it when we set the firewall rules up ", there are no screenshots added as to what rules should you set in the firewall. Im not an expert but i know this problem from an older router linksys RV My passion is to solve problems with open source software! The reason you send it to a public CA is because — in theory — everyone trusts a publicly recognized entity. If we were setting up a HTTPS site we would most likely want to setup a port entry in this screen as well.

Preliminary Remarks

How to HAProxy HA/ load balance a web server with a pfSense SG-4860

What is sent to your public or, private, internal CA for that matter CA is the public key. The reason you send it to a public CA is because — in theory — everyone trusts a publicly recognized entity. If the machine it is intended for and the certificate generator i. If the CSR was done on another machine, you must import the public key back to the machine on which the CSR was generated.

You then must export the certificate and the private key, and then re-import the exported public and private key along with any root and intermediate CA certificates in the path to the destination server that will use the certificate for the purposes of encryption, and proving its identity to other servers and clients.

I used DigiCert as my certificate issuer. My first step is to export the Root certificate from my server store and import it to PfSense. It is important to select Base encoded X.

Define location and name on the next screen and Finish. Click the Add icon on right, give it a meaningful name and paste the text in Certificate Data field. This is done in Certificates tab: Luckily for us, DigiCert took care of this problem with their utility: When the application is run, it will examine the local machine Personal store and show all certificates: This is where it gets interesting. I have two options — export combined certificate and private key in PFX format, or two separate files — Certificate file and Key file.

I want the latter, since PfSense wants each one configured in separate steps and selection windows. Now I have the two elements — certificate and key file: The Identity certificate will be available for selection later when configuring the service. Finally, the service configuration. Here I have some work to do - I will need to put the Intermediate Certificate from the certificate chain of my public certificate and associate my Identity certificate.

Lastly, because PfSense is a Firewall to begin with, we must allow traffic to flow via port inbound. Note that if the PfSense server is behind hardware firewall, an exclusion still is required there as well. Last step - I still need to 1: Special thanks to my good friend and colleague Rick Kingslan for the sanity and language check. Save my name, email, and website in this browser for the next time I comment.

I have successfully configured pfsense 2. April Product version: This article will show: So… first things first — the planning phase.

Certificates Certificates always have been sort of a gray area for many people. Reverse Proxy configuration Finally, the service configuration. This next section is for the HTTP reverse proxy settings: Save the listener configuration. A few things to consider here: Next we need to map the Web Service we created earlier: December 18, at 6: This allows them to view the connection and filter it accordingly. This concept is used by most web filter solution providers.

A user can hardly recognize the difference if the certificate of the proxy server is trusted. But this security is deceptive. Even if this is the only way to speak of true content filtering, this solution is dangerous, very risky implementation is not trival and, depending on the country, incompatible with the prevailing laws keyword data protection and privacy.

Therefore, this route is not recommended for safety and moral reasons. Before the certificate is queried between browser and web server and thus an encrypted connection is established, the browser sends the domain name FQDN that it wants to query. This part is not yet encrypted and can therefore be read by a transparent proxy and used for filtering.

The following figure illustrates the TLS handshake. You can easily see that the SNI is sent before the key exchange and the actual secure connection.

Google and other search engines therefore offer a secure mode Safe-Search because we want to force it. In order for the computers in the network to use the DNS server of the firewall, we need a rule that forwards all other DNS requests to the firewall. We enter the following:. Now we have to make sure that our newly created firewall rule is in the right place.

Then save with Save and Apply to apply the changes. Google uses a lot of different domains and it would take quite a long time to enter them manually. Now we create a file in which we later enter our DNS entries for Google. We can do that with the following order:. To exit the editor, we need to enter: There we insert the following lines, save them with Save and apply the changes with Apply. Our search engines are configured.

To enable pfSense to filter the URLs, we need a proxy server through which all requests from our network are routed. For this we use Squid. As the name suggests, SquidGuard is the actual filter. A transparent proxy has the advantage that we do not have to configure any settings on the individual computers in our network. In the General tab we activate the following items:. After saving with Save we determine in the tab Local Cache how much disk space should be used for the cache here MB:.

The settings have to be saved again with Save. The transparent proxy for HTTP connections is now set up. SquidGuard is the component responsible for filtering the content. Each request is examined by SquidGuard and then decided whether or not to block the request or the website. For this we use a blacklist, which we configure later.

With the SquidGuard we have to keep in mind that changes in the configuration only become active after we have clicked Save and Apply above in the General Settings tab!

Now that we are done with the basic settings, the blacklists and whitelists are missing. The URL for the blacklist is already given. In order to make sure that our filter works, we are now defining several target categories.

We create a whitelist of all domain names we explicitly allow. That would be e. The last step for the time being is to establish some rules. We do this in the Common ACL tab. There are now different categories and our whitelist appears here. We now make the following settings:. If this setting causes problems, you should deactivate it again. Then we save with Save , switch to the General Settings tab and press Apply again to apply our changes. Everything is set up for HTTP connections and we can test the setup.

Nothing else needs to be set up on a computer in the LAN. The filter should already work. If we visit a page that appears in one of our blacklists, this page will appear:. Up to now, the transparent proxy is only active for HTTP, i.

At the beginning of this article I already pointed out the difficulties in filtering encrypted, i. Instead, the browser will display a certificate error message. But more on this soon. Even though this error message is not very meaningful, we have achieved our real goal of blocking unwanted pages.

This blocks pages that have been defined using the blacklists. The pros and cons of such locks have different positions. It is certainly not the right way to achieve this goal by means of such filtering alone.

On the other hand, it is especially helpful for schools, libraries or at home if you can limit the amount of non-appropiate content. Some countries also prescribe such a filter by law!

I'm a teacher and IT system administrator in an international school.

Initial configurations in web interface

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Transparent Proxy: Check this to have pfSense automatically redirect outbound HTTP (tcp/80) traffic through the proxy. Enabled logging: Check this if logging is needed, be sure to put a path in the following box; Lightsquid package to view web access reports from the squid log. Pfsense is a FreeBSD based Open source security distribution. Pfsense is basically using as a gateway device (firewall and router). But it can be expandable as many Server services like DNS, DHCP, Proxy Servers. Once pfsense has been rebooted we want to configure the proxy server settings, (now in this tutorial I am setting up the proxy server as a transparent proxy, if you want to set this part up differently please do you research into squid configuration, the pfsense web site has configuration guides for squid aswell), click on Services -> Proxy Server.