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I would love to be able to clone a task with its associated checklist. Normally when I clone a task, it only clones the task, subtasks and attachments associated with it. However, it does clone the checklists.
Thank you for letting me know that you experienced an issue while working with Deep Clone.
Have you enabled the "Save checklist data to Jira custom fields" setting in the Issue Checklist configuration menu?
You can read more about how to enable that functionality in our documentation.
Please note that it might take a few hours until all issues have been updated, which means that you have to wait a bit until you are able to clone checklists.
Please reach out to our support if this doesn't solve the issue.