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I have lost the ability to keep a Skype conversation window on top of other windows after upgrading to Windows 10 with Skype for Business 2016. Previously if you right clicked the top of a conversation window you could select "Always on top" and the conversation would be planted above everything else. This is especially useful on those late night calls when working from a single monitor.

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I finally figured out how to do this but it requires starting a second conversation.

Single Conversation pic

Once you start a second conversation you get a “Pop this conversation out” button on the top.

Pop Button pic

Clicking on that will open the conversation into a separate window and grant you you the normal right click options.

Crisis averted.

Right Click Options pic

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  • This is a very useful feature. Thanks for sharing.
    – Dan Randolph
    Commented May 7, 2021 at 3:43

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