Internal Outlook clients prompted for OWA login when only accessing local internal Exchange server?

Posted by TallGuy on Server Fault See other posts from Server Fault or by TallGuy
Published on 2010-05-24T23:40:58Z Indexed on 2010/05/24 23:51 UTC
Read the original article Hit count: 201

Filed under:

exchange

|

owa

|

2003

Hope someone can help with this one.

Scenario is an internal Exchange 2003 server. OWA front end server in the DMZ. OWA logins work fine, with SSL configured.

Over the last week (3 times so far) when an internal person opens their Outlook and then tries to open an email with JPG attachments they are prompted for the webmail login. Why? Even if they enter their valid webmail OWA login it fails and reprompts once for each attachment. Once they get through the multiple login prompts, they can double-click to open the attachments, but they are all blank.

Any ideas on what could cause this? Why would someone accessing an email from an internal Outlook client get prompted for details of the OWA/webmail server login?

© Server Fault or respective owner

Related posts about exchange

Upgrade Exchange 2003 to Exchange 2010 – Part II

as seen on Simple Talk - Search for 'Simple Talk'
In Jaap's second article on upgrading straight from Exchange Server 2003 to 2010, he explains how to move the various services from Exchange Server 2003 to Exchange Server 2010 and fully decommission the Exchange Server 2003 servers. >>> More
Upgrade Exchange 2003 to Exchange 2010

as seen on Simple Talk - Search for 'Simple Talk'
In this article, the first of two in which Jaap describes how to move from Exchange Server 2003 straight to Exchange Server 2010, he shows what is required before moving mailboxes from Exchange Server 2003 to Exchange Server 2010. He shows how to upgrade Active Directory, install both Exchange Server… >>> More
exchange server 2010 Outlook Web Access - Exchange Control Panel WEB Interface

as seen on Server Fault - Search for 'Server Fault'
from what i can gather the mailbox bit of the web interface works fine.. when any of the users go to options (top right) and try to use some of the features such as the Organise Mail Delivery Reports to find messages etc... it comes up with a message .. "An item with the same key has already been… >>> More
Backup multiple Exchange Accounts without direct access to exchange server

as seen on Server Fault - Search for 'Server Fault'
For e-mail, we use Microsoft Exchange and it is hosted by 1and1.com. We have about 30 Exchange accounts that I would like to backup to a PST file. That is, for each account that we have (all 30), I would like to create a single PST file (1.pst thru 30.pst). I do not have direct access to the Exchange… >>> More
when using exchange 2010 it complains of not talking to Information Store service on exchange 2007

as seen on Server Fault - Search for 'Server Fault'
I am attempting to do an upgrade in my org from exchange 2007 to exchange 2010. I moved all the mailboxes and made sure my certificates were setup in exchange 2010. I then changed my ip forwarding rules to forward mail to my exchange 2010 box. I can receive email. I then powered off my exchange 2007… >>> More

Related posts about owa

owa 2007 gui on 2003 owa server?

as seen on Stack Overflow - Search for 'Stack Overflow'
Hello, is it possible to put 2007 OWA GUI (only GUI) on existing 2003 OWA? thanks. >>> More
Exchange 2007 OWA returns blank page with url xxxxx&reason=0

as seen on Server Fault - Search for 'Server Fault'
Hi All: I've just run into an issue with my exchange OWA. It returns a blank page with the url string https://www.xxxxxxxx/&reason=0. Nothing in the logs gives me any good reasons. Here's what I've done so far; 1) reinstall Exchange roll-up 7. 2) recreate virtual directories. 3) reboot. (this… >>> More
OWA for ios devices

as seen on Geeks with Blogs - Search for 'Geeks with Blogs'
Originally posted on: http://geekswithblogs.net/marcde/archive/2013/07/23/owa-for-ios-devices.aspxI was in the presentation launch of the OWA for ios devices and boy, does that look exciting! We now feature a full app for Office 365 supporting OWA offline and many more options. Support for Exchange… >>> More
Move OWA to new URL

as seen on Server Fault - Search for 'Server Fault'
I have a single Exchange 2010 server running all roles. OWA is currently configured for the url https://owa.currentwebsite/owa I'm trying to work out how to move OWA to https://owa.newwebsite/owa Does anyone know of a guide on how to do this? What I've done so far. Created a new zone in public… >>> More
Exchange 2007 Owa (OnlineVersion) can not authenticate

as seen on Server Fault - Search for 'Server Fault'
Exchange Authentication dll: https://red002.mail.emea.microsoftonline.com/owa/auth/owaauth.dll sending style is: request.Method = "POST"; request.ContentType = "application/x-www-form-urlencoded"; And sending following message destination=https://red002.mail.emea.microsoftonline.com/owa/testuser@xxxserver… >>> More