Outlook 2019 overwrites credentials when adding multiple accounts with own username and password within same profile

Caspar - ABO 166 Reputation points
2022-04-04T10:19:06.907+00:00

We have a customer using Exchange 2019 and Outlook 2019. They want to use two separate mailboxes from within one Outlook profile. The reason being these two mailboxes must use their own sent items folder so there are no send-as, send-on-behalf, or full mailbox permissions granted between the two.

Both mailboxes reside on the same mailserver for example mail.company.com

Every time a user adds a second mailbox within the same Outlook profile, with a unique email address, username and password, then these credentials overwrite the first mailbox that was originally added when creating the Outlook profile for the first time.

You can see if you first create user1@mathieu.company .com that these credentials are saved in Credential Manager in Windows for mail server mail.company.com

When you add a second separate mailbox named user2@mathieu.company .com the credentials for user1 are overwritten because the server name is identical. This results in Outlook not connecting to user1 after a while. If you restart Outlook after a while it will ask for credentials again for user1. When you enter these credentials, then they overwrite user2, resulting in user2 not working anymore after some time.

The only workaround I have found is use two separate Outlook profiles. This seems to work but then the user must manually switch between the two all day, or use two separate laptops, each having their own account.

Any clue why this happens and what to do about it?

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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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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  1. Michel de Rooij 1,536 Reputation points MVP
    2022-04-04T11:59:39.01+00:00

    Configuring multiple accounts within the same profile for the same environment shouldn't be a problem, including for the same endpoint (location).
    The behavior you describe is that OL2019 (build and edition? MSI?) does some sort of "last one wins" when storing credentials. Is it perhaps that saving credentials has been blocked
    and the new/additional entries do not get saved?