Exchange 2010 migration to Exchange 2016 coexistance - Outlook stops working

Joey D 1 Reputation point
2022-04-13T14:32:22.18+00:00

Strange issue here. Started the migration to Exchange 2016 from a single server Exchange 2010 deployment, followed this six part techgenix guide https://techgenix.com/migrating-small-organization-exchange-2010-exchange-2016-part3/ (haven't decommissioned the old server as there are some old mailboxes that need to be archived) - everything seems to have gone well, but after migrating most of the users to the new databases on the 2016 server. A few of the users (so far) are complaining that after a period of time Outlook randomly stops sending their emails. Email will get stuck in the outbox, it will send if send/receive is pressed, but it won't be saved in the sent items folder, mail that was opened won't appear as read, autocomplete entries wont populate, etc.

Mail flow works perfectly through OWA, it seems to be an outlook connection issue. The test exchange connectivity website reports that autodiscover is working properly, however.

If they exit outlook and open again, it may enter the same state immediately or will work for a period of time before having issues again. It always reports that it's connected on the lower right, however.

Does anyone have any idea what could be happening?

Exchange Server Management
Exchange Server Management
Exchange Server: A family of Microsoft client/server messaging and collaboration software.Management: The act or process of organizing, handling, directing or controlling something.
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Windows Server Migration
Windows Server Migration
Windows Server: A family of Microsoft server operating systems that support enterprise-level management, data storage, applications, and communications.Migration: The process of making existing applications and data work on a different computer or operating system.
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  1. Andy David - MVP 142.6K Reputation points MVP
    2022-04-13T19:23:42.217+00:00
    1 person found this answer helpful.

  2. Joy Zhang-MSFT 1,046 Reputation points
    2022-04-14T03:50:05.487+00:00

    Hi @Joey D ,

    These events can be safely ignored because they don't adversely affect functionality and are by design. For more details: DCOM event ID 10016 is logged in Windows

    For further troubleshooting, here are some troubleshooting steps you could refer to and narrow the issue:

    • Could you run Test Email AutoConfiguration in outlook client and do there any error messages? Locate the Outlook icon in the notification area of the Start Bar and Ctrl+Left-click it. Select "Test E-mail AutoConfiguration.
      192910-1.png
    • Try to recreate outlook profiles for the problematic users and check if this issue continues.
    • Try to migrate one problematic usermailbox to another database, the migration process will repair the corrupted mailbox, and then check if this issue continues.

    If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".
    Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.

    1 person found this answer helpful.

  3. Joey D 1 Reputation point
    2022-04-13T21:05:18.727+00:00

    I don't know if it's relevant but I'm seeing a ton of these errors in the event logs of the 2016 server. I also see dcom errors in the 2010 server.

    Log Name: System
    Source: Microsoft-Windows-DistributedCOM
    Date: 4/13/2022 4:56:58 PM
    Event ID: 10036
    Task Category: None
    Level: Error
    Keywords: Classic
    User: DOMAIN\LWSERVER11$
    Computer: EX.domain.local
    Description:
    The server-side authentication level policy does not allow the user DOMAIN\LWSERVER11$ SID (S-1-5-21-537193806-524895414-1911729130-1014) from address 192.168.0.2 to activate DCOM server. Please raise the activation authentication level at least to RPC_C_AUTHN_LEVEL_PKT_INTEGRITY in client application.

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