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Yes, Wing should show the value of symbols you hover over in the editor, if that code is on the stack. You can also do Shift-Space while debugging to show all values, although depending on the code that can be a bit of a mess.
I don't see C-S- in our emacs key bindings. I've never used that and don't think it's ever been requested before. I was able to add that binding with the User Interface > Keyboard > Custom Key Bindings preference by pressing Ctrl-Shift-Backspace in the Key field and using the command delete-line. You can probably add the other missing bindings that you use that way, or send us a list and we can look into adding them.