?
Solved

Exchange on OSX through VPN

Posted on 2012-09-06
6
Medium Priority
?
711 Views
Last Modified: 2012-10-10
Hi Guys, I have a problem on a MacBook Pro laptop with Mountain Lion running on it.
I need to connect to two servers by VPN and connect to Exchange to retrieve mail.

The VPNs are configured straight on the server with the same AD username and password as the domain.

I can have both VPNs connected in the same time without any problem but Outlook 2011 it's only connecting to a single Exchange server at a time, never to both in the same time. If one VPN is dropped, Outlook is connecting to the other Exchange server without any issue.

Is there a way to have both Exchange servers connected in the same time?
0
Comment
Question by:tango_it
  • 3
  • 3
6 Comments
 

Author Comment

by:tango_it
ID: 38372078
Best to mention:

one server is running 2008r2 with Exchange 2007, the other is SBS2011 with Exchange 2010
0
 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 38372092
I don't think this is an Exchange issue, but a routing issue.
When you are connected to the VPN, all traffic will go down the VPN by default. That will stop the second connection. You need to disable the option to use the remote gateway, or whatever Apple call it. That will ensure that only traffic destined for that site goes down the link.

Simon.
0
 

Author Comment

by:tango_it
ID: 38372153
The option was already disabled, I had the same problem while connected to one of the servers on LAN and the other one by VPN, it was working on only one, either local or VPN. Outlook is losing the local connection with the Exchange in the favour of the VPN one.
0
Concerto's Cloud Advisory Services

Want to avoid the missteps to gaining all the benefits of the cloud? Learn more about the different assessment options from our Cloud Advisory team.

 
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 38378354
That tends to be how VPNs work.
As I wrote above, this is a routing issue, not an Outlook issue.

Your best option would be to connect to Exhcang eusing web services rather than a VPN, if possible. That will allow you to connect to two Exchange servers at the same time.

Simon.
0
 

Author Comment

by:tango_it
ID: 38382523
It is working fine with the default mail software from OS-X, it's similar to the one on the iPhone. The issue is that it needs to use Outlook for different reasons and not the other mail software.

How to I add the email clients to Outlook by using the web services instead of the regular one?
0
 
LVL 63

Accepted Solution

by:
Simon Butler (Sembee) earned 1500 total points
ID: 38383531
I cannot help you with that question as I don't have a MAC. There should be an option in the client somewhere to control how Outlook connects.

Simon.
0

Featured Post

Free recovery tool for Microsoft Active Directory

Veeam Explorer for Microsoft Active Directory provides fast and reliable object-level recovery for Active Directory from a single-pass, agentless backup or storage snapshot — without the need to restore an entire virtual machine or use third-party tools.

Question has a verified solution.

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

Steps to fix “Unable to mount database. (hr=0x80004005, ec=1108)”.
This article will help to fix the below errors for MS Exchange Server 2016 I. Certificate error "name on the security certificate is invalid or does not match the name of the site" II. Out of Office not working III. Make Internal URLs and Externa…
This Micro Tutorial hows how you can integrate  Mac OSX to a Windows Active Directory Domain. Apple has made it easy to allow users to bind their macs to a windows domain with relative ease. The following video show how to bind OSX Mavericks to …
To add imagery to an HTML email signature, you have two options available to you. You can either add a logo/image by embedding it directly into the signature or hosting it externally and linking to it. The vast majority of email clients display l…
Suggested Courses
Course of the Month13 days, 12 hours left to enroll

757 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