Solved

Entourage can not send/receive remotely through VPN

Posted on 2008-06-12
2
1,322 Views
Last Modified: 2013-11-30
Here's the situation, and it's driving me up the wall....

I have a Windows SBS2003 server running Exchange 2003 that sits internally behind a firewall handling email.  The firewall is a Symantec 301 running a Symantec client (on the Windows clients).  On the several new MacBooks we're using IPSecuritas to successfully connect to the VPN.  How successful?  Well, file sharing is working out fine.

However, once connected to the VPN Entourage refuses to send or receive email.  There are no errors (that i can find) during receive attempts, but if I try to send email I am greeted by "Error -18597".  I've recently installed SAV11 which I understood to ocassionally have problems with OWA and consequently, Entourage, but OWA is working now so I'm stumped.

Thoughts?
0
Comment
Question by:AlecEriksson
2 Comments
 
LVL 10

Expert Comment

by:MiniDevo
ID: 21778481
I guess my first question is, why are you using a third party application for VPN services when Internet Connect, has VPN capabilities? I would try testing with the built in VPN for Mac OS X and test from there.
0
 

Accepted Solution

by:
AlecEriksson earned 0 total points
ID: 22302176
Turns out the solution was to go into IIS and enable OWA access by IPs in a range outside the internal network.  Apparently the VPN client on OSX (IPSecuritas) passes the internet IP of the remote system through the firewall tunnel.  Whereas on the Symantec client it must in some way tag the remote system with an internal (to the VPN) ip which convinces OWA and subsequently Outlook, to allow access.

Yeesh!

Oh and we use a third party VPN client because I've never managed a successful connection between our Symantec firewall and XP or OSX using anything but a third party app.  
0

Featured Post

How our DevOps Teams Maximize Uptime

Our Dev teams are like yours. They’re continually cranking out code for new features/bugs fixes, testing, deploying, responding to production monitoring events and more. It’s complex. So, we thought you’d like to see what’s working for us. Read the use case whitepaper.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

This article descibes how to create a connection between Excel and SAP and how to move data from Excel to SAP or the other way around.
Phishing attempts can come in all forms, shapes and sizes. No matter how familiar you think you are with them, always remember to take extra precaution when opening an email with attachments or links.
Learn how to make your own table of contents in Microsoft Word using paragraph styles and the automatic table of contents tool. We'll be using the paragraph styles in Word’s Home toolbar to help you create a table of contents. Type out your initial …
CodeTwo Sync for iCloud (http://www.codetwo.com/sync-for-icloud?sts=6554) automatically synchronizes your Outlook 2016, 2013, 2010 or 2007 folders with iCloud folders available via iCloud Control Panel. This lets you automatically sync them with…

733 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question