Hi everyone, I have a nonprofit customer that will be getting 2 new servers and has 2 remote locations. The 2 servers are going to be Windows 2008 R2 Enterprise Server and 1 will have Exchange 2010. The company will have 20 users in house and could reach up to 30 users outside of the office. The 1^st server is going to be the main active directory server (Domain Controller, File Sharing, Print Sharing…..) the second server will be the Exchange 2010 server. Both servers hardware is configured to do virtualization and was going to run Remote Desktop on the main server virtually. I will have a SSL Certificate for multiple domains UCC for the Exchange Server. My goal is to have the remote users connect to the Exchange Server by setting up Outlook Anywhere. My question is what is the best structure that I should use to achieve this securely with the number of users that I’m working with?

Just enable Outlook Anywhere on Exchange, open port 443 and leave it at that. For the number of users doing anything else is a waste of resources. The only alternative method would be to deploy another server with TMG (aka ISA Server) to publish Outlook Anywhere. Simon.Simon Butler, Exchange MVP Blog | Exchange Resources

Hi Ryan, You can follow Simon’s suggestion to achieve the goal. Here are some related articles for you, hope it helps: Enable Outlook Anywhere http://technet.microsoft.com/en-us/library/bb123542.aspx Understanding Outlook Anywhere http://technet.microsoft.com/en-us/library/bb123741.aspx Using ISA Server with Outlook Anywhere http://technet.microsoft.com/en-us/library/bb331965.aspx Understanding Security for Outlook Anywhere http://technet.microsoft.com/en-us/library/bb430792.aspx Publishing Exchange Server 2010 with Forefront Unified Access Gateway 2010 and Forefront Threat Management Gateway 2010 http://www.microsoft.com/downloads/en/details.aspx?FamilyID=894bab3e-c910-4c97-ab22-59e91421e022&displaylang=en If anything is unclear, please feel free to let me know. Best Regards, Evan