We are trying to create a webhook in a way that we get notified if there is an update on specific custom fields in jira issues (like "Remediation stakeholders" etc). We have achieved by getting notified when an issue is updated but not updates only on specific custom field.
Jira doesn't have the ability natively, to trigger an event upon the change to a specific field alone. There are some third party plugins that might be able to help with that aspect.
However you could potentially configure Jira in such a way to help here. You could start by adding this customer field to a transition screen only. Steps to do this are in Add a Custom Field to Transition Screen. If you then also removed this custom field from other screens in use by this issuetype, then that field would only appear in the transition screen.
This way, in order for a user to change that field they would have to do so in conjunction with executing that specific transition. You could then add a postfunction / webhook to fire off. The downside with this approach is that it does not require users to change the value of that field, so if they did not, then you would still get this webhook without a change. But it could be one way to coach your end users to use this specific transition when they need to make changes to a particular custom field, and still fire a webhook when this happens.
I hope this helps.
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