Solved

Outlook Anywhere SBS 2008

Posted on 2009-05-09
7
4,572 Views
Last Modified: 2012-05-06
Alright here goes. I have a brand new SBS 2008 server that I am setting up for a new client.  No migration, brand new setup.  Everything is working great except for Outlook Anywhere.  I have been reading for the better part of 5 hours and still can't get this to work right.

here is the issue:
My personal laptop is running vista with Outlook 2007 it will immediately connect to the new server remotely using Outlook Anywhere with my test account.  I can also connect using my Vista computer to any mailbox on the system that I want using Outlook Anywhere.

Any other computer running Windows XP and Outlook 2007 or 2003 just get the password prompt over and over and over.  

I have a third party wild card certificate installed on the server and using the default.. remote.  prefix that has been recommended for SBS.  (From what I read SBS and Exchange 07 work a little different then if you use full server and exchange editions).  All of the server settings have the appropriate FQDN setup, the cert works using the https://servername/rpc  I have disabled and re-enable Outlook Anywhere, reset the certs, and I just continue to get repeated password prompts.  From what I have found originally, most people had the reverse problem with Vista not connecting.  Also SBS server is pretty much configured out of the box from what I have read, add the cert, turn on Outlook Anywhere, I did edit the bindings to use the correct cert in IIS 7 and its supposed to work.  Of course the firewall rules are in place or my machine wouldn't connect right.  RPC proxy etc were already installed and configured out of the box.

I originally thought that it was problems with the other computers but I have been unsuccessful on any other pc except for mine.

I assume since my computer works fine that there and the only difference is Vista that there is something missing or needs added to XP machines to get it to work right.  I am in the process of trying to track down another VIsta machine to see if I can get it to connect as well and test my theory.

Anyone else seen this before?  

Let me explain that I am new to the Server 08 exchange 07 scene. I have been admin engineer for years and can do all of this on 03 software, but this has been my first opportunity with clients actually wanting  to use the new stuff and spend the money, so I actually feel pretty lucky and this is the only issue I have had so far (and the final thing to be solved before I can wrap this project).
0
Comment
Question by:jbmos2333
[X]
Welcome to Experts Exchange

Add your voice to the tech community where 5M+ people just like you are talking about what matters.

  • Help others & share knowledge
  • Earn cash & points
  • Learn & ask questions
  • 4
  • 2
7 Comments
 
LVL 11

Expert Comment

by:Quetzal
ID: 24346742
Just to be clear, you are configuring RPC over HTTPs for Outlook, right?
Check to see that you are using basic authentication.
0
 

Author Comment

by:jbmos2333
ID: 24346746
Yes RPC over HTTPS.  It is basic authentication.  I checked and rechecked all of the basic settings.  Exchange 07 refers to this as Outlook Anywhere now not RPC over HTTP
0
 
LVL 38

Accepted Solution

by:
Philip Elder earned 500 total points
ID: 24346769
Make sure the Principal Name setting in the Outlook Anywhere settings is *.domain.com.

See about half way down where Outlook configuration is explained:
http://blog.mpecsinc.ca/2008/08/sbs-2k3-premium-configuring-ssl.html

Philip
0
Free eBook: Backup on AWS

Everything you need to know about backup and disaster recovery with AWS, for FREE!

 

Author Closing Comment

by:jbmos2333
ID: 31579858
You are the man. That never occurred to me.  My xp outlook 2003 machine now connected immediately.

Just curious, why would my Vista, Outlook 07 machine connect without that setting.  I have it set as remote.domain.com in that machine?
0
 

Author Comment

by:jbmos2333
ID: 24346782
I also never once got the proxy server certificate error.  And I had this setup on at least 6 different computers.
0
 
LVL 38

Expert Comment

by:Philip Elder
ID: 24346793
Vista with Outlook 2007 is a lot more aware of the settings needed to connect. The server settings for Outlook Anywhere should have been set up during your initial profile fire up. This does not happen with XP/Outlook 2003 or even 2007.

Philip
0
 

Author Comment

by:jbmos2333
ID: 24346796
Thanks again. Yeah it would find the server on the auto setup for Outlook 2007 and then just fail.  Works great now.  Appreciate the help.
0

Featured Post

Announcing the Most Valuable Experts of 2016

MVEs are more concerned with the satisfaction of those they help than with the considerable points they can earn. They are the types of people you feel privileged to call colleagues. Join us in honoring this amazing group of Experts.

Question has a verified solution.

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

Suggested Solutions

We are happy to announce a brand new addition to our line of acclaimed email signature management products – CodeTwo Email Signatures for Office 365.
This article explains how to install and use the NTBackup utility that comes with Windows Server.
In this video we show how to create a Resource Mailbox in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.: Navigate to the Recipients >> Resources tab.: "Recipients" is our default selection …
The video tutorial explains the basics of the Exchange server Database Availability groups. The components of this video include: 1. Automatic Failover 2. Failover Clustering 3. Active Manager

749 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