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This is a pretty much brand new installation of Small Business Server 2011.<br />
<br />
When accessing it over the WAN, if I go to the &quot;Internal Website&quot; URL in remote web workplace which goes to<br />
<br />
<a href="https://remote.mycompany.com/Remote/internalwebsite" rel="ugc">https://remote.mycompany.com/Remote/internalwebsite</a><br />
<br />
It sits and spins and eventually times out. Chrome says &quot;the operation timed out&quot;.<br />
<br />
However, if I access the same site from a computer on the LAN, it opens up without any issue. I do have a split-DNS configuration, so when I'm inside the LAN the &quot;remote.mycompany.com&quot; resolves directly to my SBS server's LAN IP address.<br />
<br />
I'm using pfSense for my router and there is a reverse proxy in-front of the server when I access it over the WAN. That is probably related to the issue. However, the other sites like Outlook Web Access, Remote Web Workplace, and all the other back-end webservers that the reverse proxy serves all seem to load fine...<br />
<br />
Any ideas?
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This is a pretty much brand new installation of Small Business Server 2011.

When accessing it over the WAN, if I go to the "Internal Website" URL in remote web workplace which goes to

https://remote.mycompany.com/Remote/internalwebsite

It sits and spins and eventually times out. Chrome says "the operation timed out".

However, if I access the same site from a computer on the LAN, it opens up without any issue. I do have a split-DNS configuration, so when I'm inside the LAN the "remote.mycompany.com" resolves directly to my SBS server's LAN IP address.

I'm using pfSense for my router and there is a reverse proxy in-front of the server when I access it over the WAN. That is probably related to the issue. However, the other sites like Outlook Web Access, Remote Web Workplace, and all the other back-end webservers that the reverse proxy serves all seem to load fine...

Any ideas?

SBS 2011 internal website times out

Small Business Server (SBS) is a line of server operating systems targeted at small businesses by bundling the operating system with a number of other Microsoft products that would normally need to be purchased or licensed separately. The most notable inclusions are Exchange, SQL Server, SharePoint and ISA/TMG (Microsoft's firewall and proxy server).

A router is a networking device that forwards data packets between computer networks. Routers perform the "traffic directing" functions on the Internet. The most familiar type of routers are home and small office cable or DSL routers that simply pass data, such as web pages, email, IM, and videos between computers and the Internet. More sophisticated routers, such as enterprise routers, connect large business or ISP networks up to the powerful core routers that forward data at high speed along the optical fiber lines of the Internet backbone. Though routers are typically dedicated hardware devices, use of software-based routers has grown increasingly common.

Routers

IIS is Internet Information Services, the web server included with Windows Server operating systems. All current versions are built on a modular architecture; modules can be added or removed individually so that those required for specific functionality are installed. The full installation of IIS includes HTTP, security, content, compression, caching, logging and diagnostics.