Why Webhooks not triggering the external URL if that is HTTPS? My JIRA server is hosted in Cloud. Is there any settings/Configuration in JIRA to call a HTTPS url in webhooks?
If you're trying to connect to a self-signed certificate, that will fail as the certificate doesn't exist in the Cloud instance's trust store. Cloud only allows connecting to SSL endpoints that have certificates that are signed by a proper CA (ie one that exists in the Java trust store).
You could either get a signed certificate (they're relatively cheap) or would need to look at connecting over HTTP (which is not recommended since the traffic isn't encrypted).
Also it will either need to be running on 443, as other traffic is not allowed through our outbound proxies.
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