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I think you may be following the tutorial on our website and not from the Help menu in Wing Personal. The tutorial in the website is for Wing Pro and that part of the tutorial uses the Debug Console tool that is not present in Wing Personal. The similar Python Shell tool is present, but does not reflect the run state of the debug process, it's just its own environment similar to what you get when you start 'python' on the command line.

Please let us know if this doesn't help.