the {{lookupIssues.size}} did not work to check if the requestor send his/him first request ever.
here, the example scenario,
the requestor is sending a ticket for the first time,
then the automation must check if the requestor first request ever made then edit custom field.
The issue may be that the value of rereporter is not the same as {{issue.reporter}}.
You may want to use {{reporter.displayName}} instead. I'm not sure what the value of rereporter is so you have to figure out if it's holding the user display name or the account id.
This will help you: https://community.atlassian.com/forums/Jira-Service-Management/how-the-lookupIssues-size-work/qaq-p/3113194
I suggest you use the Log action with the smart values to ensure you are getting the right thing.
Fabian
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