Common Setup Issues

macOS Issues

• If you are getting an error message like so: Authentication with cloud provider failed: [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify failed (_ssl.c:749) then this indicates that you are probably using a Python distribution on macOS whose installer ships its own OpenSSL and does not use the system trusted certificate keychain.

  The python.org installer includes a script that installs a bundle of root certificates from certifi. Run the Install Certificates.command script bundled with your Python install, for example:

  /Applications/Python\ 3.13/Install\ Certificates.command
  

  For more information see this StackOverflow answer.