I suggest you to take care of the closing of the PopUp manually.
<Popup Name="ZZZToolTip" StaysOpen="True" AllowsTransparency="True" MaxWidth="600" Placement="MousePoint" PopupAnimation="Fade" >
And then to listen on mouse enter to all other components and hide the popup there.
<telerik:GridViewDataColumn Header="XXX" DataMemberBinding="{Binding XXX}">
<telerik:GridViewColumn.CellTemplate>
<DataTemplate>
<TextBlock Text="{Binding XXX }">
<TextBlock.Style>
<Style TargetType="{x:Type TextBlock}">
<EventSetter Event="Mouse.MouseEnter" Handler="ZZZide_PopupToolTip" />
<EventSetter Event="Mouse.MouseLeave" Handler="ZZZHide_PopupToolTip"/>
</Style>
</TextBlock.Style>
</TextBlock>
</DataTemplate>
</telerik:GridViewColumn.CellTemplate>
</telerik:GridViewDataColumn>
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You should NOT listen to MouseLeave of the PopUp itself but of all other components around, in addition to the MouseEnter of those components.
If all fails, you can put to pop up a close button and forget about MouseLeave and MouseEnters!
but of all other components around, in addition to the MouseEnter of those components.
С уважением,Сергей
Sergey
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Sure thing
I got the same problem as you have but with Excel 2013. For me the StaysOpen = false didn’t work as I was refreshing the underlying RadGridView on another thread. The solution was to use MouseEnter on all components around the PopUp – in this case, on every single column different from the popup one, and on the TabControl leave and it works wonderfully

http://SpearianForExcel.com you can check there there the PopUps – get the trial -> Search on Ribbon -> Quandl.
I got wonderful support from a number of companies. I will give it back by preparing a number of blog articles which might help the readers of this group.