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I got a similar issue with a deployed Python app on Windows. Somehow, sometimes, Python fails to find the certificates for SSL. I mainly got that issue on Windows.
I solved it by using the truststore library. Given that the script does not reside inside an automatically cleared temporary directory, you can likely mitigate this by modifying the script and add these two lines somewhere at the top:
import truststore
truststore.inject_into_ssl()
(Also install the truststore library to the virtual environment.)
See https://pypi.org/project/truststore/
This call ensures that the ssl module can find the host's certificates.