Thanks for the reply
I've uploaded the videos to dropbox:
https://www.dropbox.com/sh/ryper72nbe70gez/AACp8B3VlpsSop_5ZGTTANd-a?dl=0
I can confirm that "Dismiss main window when I activate a different app" is disabled
I managed to get the "Assign to..." option in the dock. To do this I had to create an extra space via Mission Control. The "spaces" that I have aren't spaces with desktops, they are the full screen versions of iTerm2 and Sublime Text (you can see in the video).
Does that help to understand the problem?