I tested Sessions. (Never used this feature before and I don’t have a multi-monitor setup.) macOS 10.13.6 krita-nightly_b117b85
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Sessions dialog (New)
-New session item with unique name works.
-New session item with pre-existing name from the list fails. (Works in 4.4.8 but with broken session switch until restart when it gets renamed to file name)
(Tiar: I mean it still fails, but now it gets an error message).
-Picking a name that was previously used by another item that got renamed and still exist in the list doesn’t work.
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Sessions dialog (Rename)
-Rename works only once per item.
-Selecting another item after renaming turns Rename… Switch to and Delete… -buttons unclickable/greyd out when the renamed item is re-selected.
-It’s possible to have several items renamed to the same name if created with unique name first. Then if you create another item twice with the same name as the renamed items(that all have the same name) the other items can get renamed.
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Sessions dialog (Switch to…)
-Works unless it’s an renamed item.
-Switching to a session created with Krita 4.4.8 with documents opened throws an error dialog telling the files does not exist.
Creating a session with the same documents in Krita 5 works. 
-Window disappear after switching from a session with fullscreen mode to one without. With the Sessions… list still open one can go back to a fullscreen session to restore the window, then leave fullscreen mode and then switching session works correctly.
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Sessions dialog (Delete…)
-Works on items that haven’t been renamed.
-Delete after rename works if no other items is selected inbetween.
-Unable to click button when item was renamed and another selected beforehand.
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Sessions dialog (Correct/not empty MD5 sum in the database)
-Renamed items have the MD5 sum of the un-renamed file.
-Other items have correct check sum.