Hi @evan
As far as I know, it is not possible via REST API for Jira Server.
There is already an issue with this request. You can vote/watch the issue. https://jira.atlassian.com/browse/JRASERVER-36112
But you can use Java API either by building your own plugin or using Script Runner as @Kishan Sharma mentioned.
Hi @evan If you use script runner plugin, you can write a script using java APIs to add values to a custom field and schedule a job that will update the customfield values per your specified timings.
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