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.
Windows – Always on Top for Conversations in Skype for Business 2016
skype-for-businesswindows 10
Best Answer
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