There is currently an issue with Microsoft Outlook 2016 Click-to-Run. When a user tries to open an attachment or do some other office tasks, Outlook prompts the user to enter their credentials several times. This issue seems to be connected to a recent update to Office.

The following is a blurb taken from a Microsoft forum on the topic:

In Outlook click File, Office Account and note what Channel you are on.  To make the command work you need to use a version that was released to that Channel.  See the links at the bottom that has the available versions.

If you are on Semi-annual/FRDC you could try this

cd %programfiles%\Common Files\Microsoft Shared\ClickToRun\

officec2rclient.exe /update user updatetoversion=16.0.8201.2158


officec2rclient.exe /update user updatetoversion=16.0.8201.2171

For Monthly/Current Channel this is what was previously mentioned as working:

cd %programfiles%\Common Files\Microsoft Shared\ClickToRun\

officec2rclient.exe /update user updatetoversion=16.0.8326.2107

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