Outlook for Mac login prompt when signing e-mail with personal certificate

Jakub Škácha 0 Reputation points

Dear all

Please could you help me get rid of the annoying login prompt whenever I am sending an e-mail with my Outlook for Mac ?

The reason is most probably, I am using digitally signed e-mails, using my personal certificate. When sending the e-mail, Outlook needs to connect to Keychain, where the certificate is stored.

However, I am not able to find the way to tell my Mac, that Outlook can do this even without me authorising him every time.

Thank you, every help will be appreciated.

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Office Mac
Office Mac
Office: A suite of Microsoft productivity software that supports common business tasks, including word processing, email, presentations, and data management and analysis.Mac: A family of Apple personal computers that run the macOS operating system.
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  1. Faery Fu-MSFT 13,206 Reputation points Microsoft Vendor

    Hi @Jakub Škácha ,

    According to my research, this issue may be caused by duplicate tokens in the keychain or by moving Office to a different location than the default /Applications folder.

    To resolve this issue, you can try the following steps:

    • Update your Outlook for Mac to the latest version, some issues will be fixed in updates. Choose Help > Check for Updates
    • Delete any cached passwords and modern authentication tokens from the keychain.
    • Lock and unlock your login keychain.
    • Grant access to the keychain when prompted and sign in to your account associated with Office.

    Here is an additional document for your reference: Office for Mac repeatedly requesting keychain access

    I hope this helps you fix the problem.

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