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Actually I was trying to stay away from HTTPS interception purposely in this thread 🙂 hence the note about HTTPS Lite at the beginning.
I think I found my problem thanks to this article https://www.networkoc.net/windows-update-fails-when-check-point-https-inspection-is-enabled/
I did import only root CA but not intermediate CA! I have added it now and will report tomorrow.
We're really interested in "unbroken" HTTPS categorization and filtering for various reasons.
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