Hi @Leo Epstein , short story: yes it can definitelly work with REST API. You can customize Jira with your own Apps (developed on Atlassian SDK - https://developer.atlassian.com/server/framework/atlassian-sdk/) or you can use scripts for automation/customization (I'm happy user of ScriptRunner - https://marketplace.atlassian.com/apps/6820/scriptrunner-for-jira?hosting=server&tab=overview) and you can also use webhooks to integrate from Jira to external tool (https://confluence.atlassian.com/adminjiraserver/managing-webhooks-938846912.html).
I'm not sure I helped but if you provide more details, we can go further...
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