Office 2016 Mac Key Already Used

  1. 8 Things Microsoft Office 2016 is Great for as a Productivity Suite; Message error: '.the specified Product key has already been activated the Maximum number of times' Online activation did not work - the product key used maximum number of times permitted message; How to Change Product Key in Office 2010 Without Uninstalling.
  2. 8 Things Microsoft Office 2016 is Great for as a Productivity Suite; Message error: '.the specified Product key has already been activated the Maximum number of times' Online activation did not work - the product key used maximum number of times permitted message; How to Change Product Key in Office 2010 Without Uninstalling.
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Symptoms

In Microsoft Outlook 2016 for Mac, you are repeatedly prompted for authentication while you're connected to your Office 365 account.

Cause

This issue occurs because of the presence of duplicate tokens in the keychain.

Resolution

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

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.

Note

These steps affect all Office applications that use modern authentication.

  1. Quit Outlook and all other Office applications.

  2. 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.
  3. In the search field in Keychain Access, enter Exchange.

  4. 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.

  5. In the search field, enter adal.

  6. Select all items whose type is MicrosoftOffice15_2_Data:ADAL:<GUID>, and then press Delete.

  7. In the search field, enter office.

  8. Select the items that are named Microsoft Office Identities Cache 2 and Microsoft Office Identities Settings 2, and then press Delete.

  9. Quit Keychain Access.

    Note

    When you start Outlook, you are prompted to authenticate.

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Symptoms

In Microsoft Outlook 2016 for Mac, you are repeatedly prompted for authentication while you're connected to your Office 365 account.

Cause

Mac

This issue occurs because of the presence of duplicate tokens in the keychain.

Resolution

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

Activate Office 2016 Mac

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.

Office 2016 Mac

Note

These steps affect all Office applications that use modern authentication.

  1. Quit Outlook and all other Office applications.

  2. 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.
  3. In the search field in Keychain Access, enter Exchange.

  4. 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.

  5. In the search field, enter adal.

  6. Select all items whose type is MicrosoftOffice15_2_Data:ADAL:<GUID>, and then press Delete.

  7. In the search field, enter office.

  8. Select the items that are named Microsoft Office Identities Cache 2 and Microsoft Office Identities Settings 2, and then press Delete.

  9. Quit Keychain Access.

    Note

    When you start Outlook, you are prompted to authenticate.