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You could turn on the Files > Auto-Save Before Debug or Execute preference and use the debug restart icon in the toolbar to save everything and restart anytime. 

There isn't any way to make that happen automatically when Wing loses focus, other than writing an extension script and connecting to the active-window-changed signal on CApplication.  Docs on extension scripting Wing are at http://wingware.com/doc/scripting

You could turn on the Files > Auto-Save Before Debug or Execute preference and use the debug restart icon in the toolbar to save everything and restart anytime. 

There isn't any way to make that happen automatically when Wing loses focus, other than writing an extension script and connecting to the active-window-changed signal on CApplication.  Docs on extension scripting Wing are at http://wingware.com/doc/scripting