outlook Cert issue during the setup

Mid-Tier Test HLTH:EX 0 Reputation points
2024-04-16T18:13:24.1966667+00:00

I am trying to set up Outlook on my Windows server. It keeps asking for certificates that are not trusted, despite having installed them and allowing it to automatically choose their position. I am facing issues because of this. Please help me resolve this.

Error -I am trying to set up Outlook on my Windows server. It keeps asking for certificates that are not trusted, despite having installed them and allowing it to automatically choose their position. I am facing issues because of this. Please help me resolve this.

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. Faery Fu-MSFT 17,021 Reputation points Microsoft Vendor
    2024-04-17T07:07:54.4866667+00:00

    Hi @Mid-Tier Test HLTH:EX ,

    I understand that you’re having trouble with Outlook on your Windows server due to certificate issues. Here are a few steps that might help resolve the problem:

    1. Modern Authentication: Outlook doesn’t support using the Windows certificate store as a credential1. To configure certificate authentication in Outlook 2016 and later versions, it’s recommended to use Modern Authentication. For more information about how to enable Modern Authentication, you can refer to the articles mentioned in the Microsoft Learn page.
    2. Check Certificate Name: As the Outlook security certificate error appears, click on View Certificate. Select the Issued to Name option and check whether the name on the certificate is the same as the mail server. If both are not the same, change it and then restart the application.
    3. Email Security Settings: Go to File > Options > Trust center > Trust Center Settings > Email Security and ensure that the Encrypt contents and attachments for outgoing messages and the Add digital signatures to outgoing messages is unchecked. User's image

    Please try these steps and see if they help. If the problem persists, provide relevant screenshots so that we can better understand your scenario for analysis.

    If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".

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