As a new user of Pharo, I can say that the use of Playground is not obvious at all (among other tools).
Things that should be more clear: Why there's not a Workspace? -> Playground replaces it What usual practices with old Workspaces have been changed/improved on Playground and how What new practices does Playground support I could provide the text and program the help if someone points me to where to do the changes (i.e. which methods/files/settings to modify or which functionality to implement or change).