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I followed the installation instructions but can't execute the program via command line at all. What do I do?

This is likely an issue with your PATH. Your PATH environment variable is not considering the binary packages installed by pip3. On a Mac, you can likely fix this by entering the command below, depending on the versions you have installed. YMMV.

export PATH=$HOME/Library/Python/3.7/bin/:$PATH

I followed the installation instructions but I am receiving a ModuleNotFoundError that says No module named policy_sentry.analysis.expand. What should I do?

Try upgrading to the latest version of Cloudsplaining. This error was fixed in version 0.0.10.