A secure TLS connection could not be established to the specified host

I'm trying to add a webhook but every time I click "Add" I receive the error "A secure TLS connection could not be established to the specified host!"

The webhook's target is served over HTTPS with a valid/trusted certificate (LetsEncrypt) and the server supports TLS1.2 so I'm not sure why this is happening.

Does anyone have any useful info on why this might be happening? The error message in question contains no actionable information. Are there any required cypher suites or protocols?
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