cannot set OOO in outlook 2016

POJ 66 Reputation points

hello i have on prem exchange with outlook 2016
i have few user i cannot set the ooo from outlook but work in OWA
i tries repair . redo the profile etc...
no effect

Outlook Management
Outlook Management
Outlook: A family of Microsoft email and calendar products.Management: The act or process of organizing, handling, directing or controlling something.
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  1. Yuki Sun-MSFT 24,841 Reputation points

    Hi @POJ ,

    have few user i cannot set the ooo from outlook but work in OWA

    Is there any error message when this occurs?
    By "few user", do you mean only some of your users are affected, right? If this is true, in order to eliminate whether it's an issue with particular clients, I'd suggest trying to configure a problematic user's account on a normal user's Outlook client and see if OOF can be set properly there.

    Should the issue persist for these users, could you use Test E-mail Autoconfiguration tool to check if any clues can be found?

    1. While the user in question's Outlook is running, click the CTRL key and then right-click the Outlook icon in the system tray, select “Test Email Autoconfiguration”.
    2. Confirm that the user's email address is in the address field, uncheck “Use Guessmart” and “secure Guessmart authentication” boxes. Then click the “Test” button.
    3. Once it runs, check the Log tab and Results tab.

    Additionally, in case it's an issue with particular mailbox database, I'd also recommend trying to move one of the problematic user's mailbox to a different mailbox database and check the result.

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  2. POJ 66 Reputation points

    i did an upgarde from office 2019 to office 2021 to a user

    i uninstall office 2019 install office 2021 i was able to set the out of office

    i reboot the pc and then OOO stop working

    any idea what cause that ?

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  3. Yuki Sun-MSFT 24,841 Reputation points

    Hi @POJ,

    i reboot the pc and then OOO stop working

    I'd suggest trying to performing a Windows clean boot which may help isolate the cause of a problem:
    How to perform a clean boot in Windows

    By the way, what's the version of your Exchange server? Please go to Exchange Admin Center > Severs > Certificates, make sure the "Microsoft Exchange Server Auth Certificate" is valid, as I've seen issues that random users cannot set up OOF in Outlook clients due to an expired "Microsoft Exchange Server Auth Certificate".

  4. POJ 66 Reputation points


    now its exchange 2016 but soon we will move user to 2019

    also when you say random you mean some its working some other no ?

    i happen to one i use the MFCMAPI to go see the setting and after it work or i re did the profile and it work also

    but for some other no go


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  5. Yuki Sun-MSFT 24,841 Reputation points

    also when you say random you mean some its working some other no ?

    Yes. But as you mentioned, seems like it's not the certificate because it's still valid.

    Any luck in Windows clean boot?

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