I would recommend using your Python skills to write scripts that perform analytics tasks using JIRA Cloud REST API data. Every tech company I have worked in needed some kind of custom reports regarding development performance, time reporting, financial reporting, etc.... and there often weren't suitable plugins for just that task, and the reports themselves are highly valuable either for management purposes or compliance reasons, so they will pay you well. I have written several programs myself to do these tasks (during work hours), and it is quite satisfying to figure out how to get around the API constraints. Could be a nice little line of consulting and development work for you.
