>Ultimately though - I'm not sure how this is supposed to work for you. Are you running all of these versions out of a single app? In that case how do you keep your code isolated? The easier solution might just be to create IIS virtuals for each version and then use the same root routes for the actual apps (routes are always virtual relative so the base app path shouldn't matter whether its root or virtual).
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This is what we eventually decided to do. Thanks for your input.