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Restore your keychain permissions for Office for Mac. If the above did not work, Office may have trouble accessing the keychain and you'll need to restore keychain permissions for Office for Mac. In these cases, you may see: The keychain access prompt every time you launch any Office application, even though you previously selected Always Allow. Aug 17, 2020 If your Mac is using a firmware password, you're prompted to enter the password. Option-Command-P-R: Reset NVRAM or PRAM. If your Mac is using a firmware password, it ignores this key combination or starts up from macOS Recovery. Shift (⇧): Start up in safe mode. Disabled when using a firmware password. Microsoft office for mac book pros. D: Start up to the Apple Diagnostics.
-->Symptoms
In Microsoft Outlook 2016 for Mac, you are repeatedly prompted for authentication while you're connected to your Office 365 account.
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Cause
This issue occurs because of the presence of duplicate tokens in the keychain.
Resolution
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To resolve this issue in Outlook 2016 for Mac, install the February 2017 Outlook update (version 15.31.0) from the following Office website:
Workaround
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To work around this issue, delete any cached passwords for your account, and also delete any modern authentication tokens from the keychain. To do this, follow these steps.
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Note
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These steps affect all Office applications that use modern authentication.
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- Quit Outlook and all other Office applications.
- Start Keychain Access by using one of the following methods:
- Select the Finder application, click Utilities on the Go menu, and then double-click Keychain Access.
- In Spotlight Search, type Keychain Access, and then double-click Keychain Access in the search results.
- In the search field in Keychain Access, enter Exchange.
- In the search results, select each item to view the Account that's listed at the top, and then press Delete. Repeat this step to delete all items for your Exchange account.
- In the search field, enter adal.
- Select all items whose type is MicrosoftOffice15_2_Data:ADAL:<GUID>, and then press Delete.
- In the search field, enter office.
- Select the items that are named Microsoft Office Identities Cache 2 and Microsoft Office Identities Settings 2, and then press Delete.
- Quit Keychain Access.NoteWhen you start Outlook, you are prompted to authenticate.