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Small Business Server 2008 port forwarding

The following ports that are used by SBS 2008 standard services :

SMTP 25 – Simple Mail Transfer Protocol
HTTP 80 –
Home Page Web
SSL 443
– Home Page Web Secured HTTPS (RWW, OWA, remote desktop or Terminal Server sessions)
HTTP2 987
– Second SSL Secured on alternate port for SharePoint (optional)
PPTP 1723
– VPN Connections

Note: With SBS 2003, RWW used port 4125.  Terminal Services Gateway has replaced this method which now uses port 443 over HTTPS.  The new method works a lot better when in remote locations which use proxy servers or only allow certain types of traffic (such as WiFi Hotspots) – as port 443 is a standard SSL port.

As with Port forwarding for Small Business Server 2003 – the above ports cover all the standard services, but should your users still be on a 1st generation iPhone or need POP email, the following ports will need forwarding also :

POP3 110 – If using POP3 mail connections
IMAP 143 – iPhone 1st Generation
IMAP SSL 993 – Even better for iPhone 1st Generation

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Which ports need opening for SBS 2003

When using the full functionality of Microsoft Small Business Server 2003 – it is necessary to open or forward ports within your router config. Port forwarding is needed to allow your SBS server to be ‘visible’ from the internet, and to allow incoming connections such as email, or remote web workplace. The following ports are required :

SMTP 25 – Simple Mail Transfer Protocol
HTTP 80 – Home Page Web
SSL 443 – Home Page Web Secured
HTTP2 444 – Second SSL Secured on alternate port for SharePoint
PPTP 1723 – VPN Connections
RDP 3389 – Remote Desktop Protocol (only needed for direct access, if using RWW website, only 4125 is needed)
RWW 4125 – Remote Web Workplace

If using Outlook over HTTP (also called Outlook Anywhere) the above ports are all that are required, however – if you have any users who still use the ‘original’ iPhone or users who require POP email – the following port forward are needed:

POP3 110 – If using POP3 mail connections
IMAP 143 – iPhone 1st Generation
IMAP SSL 993 – Even better for iPhone 1st Generation