Activate MS Office 2019/2016 for macOS - MicrosoftOffice2019VLSerializer Office 2019 above. Note that Office2019 DO NOT support activate via simple copy/paste plist license file which is the simplest way to activate Office 2016. When a user attempts to sign into an Office 2016 application on a system running Windows 10, the sign-in window either blank or shows a 'Signing In' message with no progress: Applies To Windows 10 (build 15063.138 and later).
-->Note
Office 365 ProPlus is being renamed to Microsoft 365 Apps for enterprise. For more information about this change, read this blog post.
Symptoms
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When you try to activate or sign in to any of the Microsoft Office 2016 applications after you install the version 15.33 update, you receive a blank authentication screen. Additionally, you may see any of the following symptoms.
Symptom 1
The following issues occur in the Unified Logging Service (ULS) log:
- The server has redirected to a non-https URL.
- Errors occur in Azure Active Directory Authentication Library (ADAL) authentication.
To locate the ULS log, open Finder and browse to the following path:
~/Library/Containers/com.microsoft.<Application>/Data/Library/Caches/Microsoft/uls/com.microsoft.<Application>/logs
Note <Application> represents the name of the application that you are troubleshooting.
Symptom 2
You notice that in an HTTP trace, the server response includes multiple WWW-Authenticate headers, such as the following:
WWW-Authenticate: Negotiate
WWW-Authenticate: NTLM
Cause
The symptoms occur for the following corresponding reasons:

Cause for symptom 1
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Starting from Office 2016 for Mac version 15.33, unsecured endpoint traffic is blocked in authentication flows.
Cause for symptom 2
Starting from Office 2016 for Mac version 15.33, the authentication method no longer selects NTLM authentication when multiple WWW-Authenticate headers are present in the response. The issue occurs when the selected authentication method is unsuccessful.
Resolution
Resolution for symptom 1
Configure all authentication endpoints to use the Secure Sockets Layer (SSL) protocol.
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Resolution for symptom 2
Install the September 2017 update for Office 2016 for Mac version 15.38.
More Information
More information for symptom 1
The resolution applies when you use Microsoft Active Directory Federation Services or non-Microsoft federation solutions.