Outlook 2007 connection to Exchnage 2007 over VPN looses connection

Exchange 2000


  • 1. Connection to OWA by HTTPS is very slow.
    I have a big regular interval when I try to open OWA (Exh2003) by https from outside; at this time other sites opened quickly. It takes around 15 min for IE to open authorization dialog. Is this problem with IE7 or OWA? The OWA Server works fine without overload. Other user doesn have problems with slow connection to OWA. Any thoughts, ideas? Thanks.
  • 2. Delayed Meeting Requests
    I have a user that is sending meeting requests to attendees from other companies as well as internal attendees. The internal attendees receive the meeting requests but the external attendees do not. The originator gets a warning message about the request being delayed and I can see the messages sitting in the queue. What would cause meeting requests to be delayed (or fail) when regular emails to the same recipient addresses go through? Thanks for any help, Eric Hull

Outlook 2007 connection to Exchnage 2007 over VPN looses connection

Postby Scott Townsend » Thu, 20 Sep 2007 01:39:26 GMT

If I'm in the Office, I can connect to the Exchange server with no problems.

If I'm in the office outside the firewall and connect to the Exchange server 
via VPN I'm fine too.

Though when I travel and am using Hotel and other Internet Connections My 
VPN to the office is fine, though I seem to have intermittent connectivity 
issues with Outlook 2007 to the Exchange 2007 server.  In the bottom right 
it will say, Connected, Disconnected, Trying to connect, etc...

The VPN is pretty finicky and needs a solid connection. It does not drop at 
all, so the connection to the VPN/Firewall is good.

Is there a Timeout or something I can change to allow it to not see the 
Server for a bit longer period before it disconnects?



Re: Outlook 2007 connection to Exchnage 2007 over VPN looses connection

Postby Mark Arnold [MVP] » Thu, 20 Sep 2007 02:57:37 GMT

On Tue, 18 Sep 2007 09:39:26 -0700, "Scott Townsend"

Quit with the VPN for a little test and configure up Outlook Anywhere
(RPC over HTTPS has a new name). Test it like that.
There's no point testing these two together until you know what
they're like in isolation.

Re: Outlook 2007 connection to Exchnage 2007 over VPN looses connection

Postby Scott Townsend » Thu, 20 Sep 2007 07:45:19 GMT

So how secure is using Outlook Anywhere on the server.   I guess I have OWA 
set up already...

So to allow Outlook to connect to the server via Outlook Anywhere, Does the 
Server name that the account is set up for need to change?  Many of my users 
that need access to email are on the road and in the office and use the same 
laptop to do both.

I could Configure the server to have the same name inside and out if needed.

As a side note, this only happens with the 2007 Server.  There are no issues 
with the users that connect to the 2003 exchange server...


Re: Outlook 2007 connection to Exchnage 2007 over VPN looses connection

Postby Mark Arnold [MVP] » Thu, 20 Sep 2007 16:11:54 GMT

On Tue, 18 Sep 2007 15:45:19 -0700, "Scott Townsend"

It's the same.

No, the server name doesn't change. There are a couple of extra
tickboxes and some additional URLs to enter. There are guides all over
the Internet to configure it up.

No need. The only thing that's important is for the certificate name
to match the URL you access. Unless you have a pop up box about
certificates when you access OWA you're fine.

Similar Threads:

1.Outlook 2007 connection to Exchnage 2007 over VPN looses connection

2.Outlook 2007 loosing connection with Exchange 2003sp2

3.Office Outlook 2007(Vista) loosing ISP connection.

My wife and I both have our own session on our one Vista Ultimate system. 
We havn't had any trouble getting our e-mail until the last month or so.  
Now if either one of us used Outlook 2007 and then signed off the system, 
only with the logoff option. And then the other one of us logs on and trys to 
use the Outlook it says that there is ISP errors.  If they then Logoff and 
log back on and use the Outlook it works fine.  
It also works fine if the same person logged back on.

Has there been soon new update in Office 2007 lately to cause such trouble?

4.OutLook 2007 Looses Connection Settings

A couple of my clients who have Microsoft Office 2007 Small Business
Edition are having the following problem with outgoing mail. They are
not using Exchange.
I checkmarked the 'My outgoing server (SMTP) requires authentication'
box on the outgoing server tab and keyed the remainder of the
When I click on the 'test' button, I find an Email in the inbox.
Independantly of the test, I successfully test all combinations of
sending, receiving and replying to Emails with another external
The client continues to use Outlook (both sending and receiving) for a
couple of days with no issues.

Then, for no apparent reason, the 'My outgoing server (SMTP) requires
authentication' seems to lose its settings. As a result, the SMTP
server refuses the outgoing Email.

Any insight as to the cause, etc is appreciated.


5.Outlook 2007 lost connection via VPN

Hi there,

Vista Business Primium with Outlook 2007, SBS 2003 server, Exchange account.

When an user is working from home and using VPN connection, the user would 
use server share folders without problem but all the emails are sitting in 
the outbox and not sending at all and the bottom right hand corner has this 
Connected, Disconnect, Trying to connect coming up.

Tried all I would at work trying to use a dial up to fix the problem, just 
cannot do it. The problem just there but once connect to the domain either 
wireless or though cable, the mails just went in a flash. Anyone experience 
such issue in Vista with outlook 2007 ?

Tried to connect mail using rpc over https but that also have problem. But I 
would like someone to give me an idea what have I not done right for the 

Many thanks, 

6. Outlook 2007 Won't Connect on VPN Connection

7. Outlook 2003 connections problems over a VPN connection

8. VPN connection or Non VPN with Outlook

Return to Exchange 2000


Who is online

Users browsing this forum: No registered users and 66 guest