Still celebrating National IT Professionals Day with 3 months of free Premium Membership. Use Code ITDAY17


Security Alert in Outlook

Posted on 2014-02-19
Medium Priority
Last Modified: 2014-02-19
Odd issue, which I believe to know why it's happening, but not how to fix it right now.

We recently acquired a new company, they are using Outlook 365 and still connecting to and using their old email domain, not connected to our Exchange servers at all.  However, they do log on to our domain.

We are putting up a new Exchange 2010 VM and transferring mailboxes for the rest of the company over.

Only these users not configured for our email are getting a security warning for the new exchange server:

server.domain.local - information you exchange with this site cannot be viewed or changed by others.  However, there is a problem with the site's security certificate.  

With the name on the security certificate is invalid or does not match the name of the site being the one marked with the red X.

So I believe since they log onto our domain, for some reason Outlook autodiscover is seeing the new server even though it's not even configured to use it for email... how can I prevent this error?

The old exchange server never gave errors, and is still running.  I do not have any services pointed and running on the new server yet.  I do have a UCC certificate installed on the new server, the old one only had a self signed certificate, but as mentioned, never gave any errors to them.
Question by:DerekFG
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
  • 2
  • 2
LVL 37

Accepted Solution

Jamie McKillop earned 2000 total points
ID: 39870755

You need to stop the IIS services on your server until you are ready to go live. The problem is that when you setup the server, it registered the SCP in AD. Outlook is then pulling that value when it does autodiscover.


Author Comment

ID: 39870820
Hmm - I guess I can temporarily stop the services while not testing things.  This would just kill OWA and AutoDiscover correct? I could still manage mailbox migrations for testing, etc.. then just turn IIS back on after hours when testing owa/etc.

I thought there may be someway to just remove the internal/external autodiscover url completely for now from the EMC and achieve the same.
LVL 37

Assisted Solution

by:Jamie McKillop
Jamie McKillop earned 2000 total points
ID: 39870836
Yes, you can also run set-clientaccessserver -identity <server> -autodiscoverserviceinternaluri $null


Author Comment

ID: 39870844
Much appreciated.

Featured Post

Office 365 Training for IT Pros

Learn how to provision tenants, synchronize on-premise Active Directory, implement Single Sign-On, customize Office deployment, and protect your organization with eDiscovery and DLP policies.  Only from Platform Scholar.

Question has a verified solution.

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

Are you an Exchange administrator employed with an organization? And, have you encountered a corrupt Exchange database due to which you are not able to open its EDB file. This article will explain all the steps to repair corrupt Exchange database.
Want to know how to use Exchange Server Eseutil command? Go through this article as it gives you the know-how.
To show how to generate a certificate request in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.:  First we need to log into the Exchange Admin Center. Navigate to the Servers >> Certificates‚Ķ
Exchange organizations may use the Journaling Agent of the Transport Service to archive messages going through Exchange. However, if the Transport Service is integrated with some email content management application (such as an antispam), the admini…
Suggested Courses

688 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