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Interesting, so Pygubu may be doing something odd with the exception hook and thus preventing our debugger from seeing the exception, but I'm not sure. That is a general issue seen in various frameworks and it may be possible to turn off its extra debugging support so Wing's debugger can take over. I didn't find anything when I tried to search for a solution to this, but you may be able to figure it out if you stop on a break point where an exception is happening and go up the stack to see if there's any code that conditionalizes whatever Pygubu is doing to handle the exception.