Currently it's not possible to customers to see any logs of their webhooks being fired on JIRA. Providing users with a way to see those logs via the UI would help customers a lot when troubleshooting issues with their webhooks and diminish support load on requests for those logs.
While not available in the GUI, it is possible to write a line to the log file when a webhook is attempting to send.
- Visit Jira Admin -> System -> Logging and Profiling
- Add logging package com.atlassian.webhooks
Now, 2 lines will be logged to the jira log (atlassian.jira.log) file in the JIRA_HOME/log directory. Example:
Therefore, these lines can be checked in log to determine when a webhook attempted to send
To make this logging persist past reboots, check article Logging and profiling