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Outlook Prompts For Domain Certificate Unexpectedly

Outlook Prompt Domain Name Certificate

Ran into an issue where this Outlook 2010 SP2 client, build 14.0.7113.5000, was throwing up unexpected certificate errors for the domain.  This is the Tailspintoys.ca domain.

User-1@tailspintoys.ca was complaining about the below certificate error:

Outlook Unexpectedly Prompts For Domain Root Certificate

Looking at the error message, the fact that it is the domain (tailspintoys.ca), and not a FQDN is a hint.  More on that later…

Outlook Unexpectedly Prompts For Domain Root Certificate

All of the Exchange URLs are … Read the rest “Outlook Prompts For Domain Certificate Unexpectedly”

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Unable to Reply to Old Emails Due to legacyExchangeDN

This is one of those ye olde issues that keep coming back up in Exchange.  Have you every removed a mailbox, re-created it with the exact same SMTP address and then some people complain that they cannot send to the mailbox?

This can happen in a few circumstances.  For example if the Exchange administrator has an “oops”  and accidently deletes the account.  If they do not use the AD DS recycle bin f… Read the rest “Unable to Reply to Old Emails Due to legacyExchangeDN”

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MIS–Blast From The Past

<Monty Python>

And now for some off topic humour…

</Monty Python>

Am I the only one who thought of Mobile Information Server (MIS) when looking at today’s Bing wallpaper?

Atacama Large Millimeter Array

This was from the time when we actually got CDs as installation media.  Things have certainly moved on…

From the Microsoft archives, here is our old chum MIS 2002:

MIS 2002 Product Box - Yes Kids We Used To Have Installation Media.....

Who remembers installing MIS 2002 to get ActiveSync wo… Read the rest “MIS–Blast From The Past”

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Allow Users To Manage Distribution Groups Without Creating New Ones–Exchange 2013 Redux

In a previous Exchange 2010 post we discussed a scenario where users were delegated the capability to create Mail Enabled Contacts in Active Directory using a custom Role Based Access Control (RBAC) role.  As part of the solution, we enabled the MyDistributionGroups Role.  While this may meet the needs of most organisations, it does introduce one issue where users who are assigned such a  Role AssigRead the rest “Allow Users To Manage Distribution Groups Without Creating New Ones–Exchange 2013 Redux”

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Managing Directory Synchronisation – Notes From The Field

When deploying an Office 365 solution, directory synchronisation is a critical component.  This is the tool that will synchronise the on-premises directory data to Windows Azure Active Directory (WAAD).  As you can imagine if the synchronisation stops then chances are that you will run into some issues….

Note that this post is intended to cover both DirSync and AAD Sync, hence the generic title.

Whe… Read the rest “Managing Directory Synchronisation – Notes From The Field”

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Microsoft Ignite 2015 Sessions Now Available

The session recordings from last weeks Microsoft Ignite conference are available for download.  The recorded videos and slides (where applicable) are to be found on the Ignite page.   Some recommended Exchange sessions are below and a tool to assist with downloading multiple sessions is noted at the end. 

Microsoft Ignite 2015 Conference Sessions

 

Recommended Sessions

The list below are some of the sessions that I&r… Read the rest “Microsoft Ignite 2015 Sessions Now Available”

1

Troubleshooting Exchange 2010 Search

Since Exchange servers are now storing an ever increasing amount of data, it is imperative that people can quickly search and retrieve the content from their mailbox.  This may have been possible without search capabilities in the past with a 20 MB mailbox quota (remember those days ?!?), but as quotas move to double gigabyte figures effective search is a hard requirement.

Exchange Search is a diffe… Read the rest “Troubleshooting Exchange 2010 Search”

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Office 365 Error – Cannot Start Microsoft Outlook–Quick Check

Upon launching Outlook and trying to connect to an Office 365 mailbox you may be greeted with an error message which states that “Cannot start Microsoft Outlook.  Cannot open the Outlook window.  The set of folders cannot be opened”.  The error then continues to state that ”Microsoft Exchange is not available.  Either there are network problems or the Exchange… Read the rest “Office 365 Error – Cannot Start Microsoft Outlook–Quick Check”

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Enable Remote Archive With Exchange Hybrid

Deploying an Exchange Hybrid solution offers many opportunities to extend messaging services into the cloud.  This is one of the biggest strengths of the Microsoft offering.  We can provide on-premises, cloud only and hybrid solutions.

One capability is cloud based archives.  This allows either:

  • On-premises mailbox with an archive in Office 365
  • Office 365 mailbox with archive also in Office 365

This p… Read the rest “Enable Remote Archive With Exchange Hybrid”

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Office 365 Autodiscover Lookup Process

Update 12-1-2022 Please see this post which covers the newer Outlook client logic.  Content below will be left as-is for a historical perspective.

This is a post for reference purposes.  The intent is to look at how Outlook will locate the correct Autodiscover endpoint in a hybrid environment.  This Exchange 2010 SP3 lab has a hybrid configuration with Office 365.  The tenant is called TailspinToysC… Read the rest “Office 365 Autodiscover Lookup Process”