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I recently discovered that "pip check" is not able to detect broken installations where some files from the distributed package are missing.
This can happen quite easily with packages that do share same namespaces or that changed namespaces. A practical example is related to ansible and ansible-base.
Pip should check if all files from the dist are present and report an error, this may be slow so we may want to make this an optional feature, still very useful for validating the state of the packages present.