I am not sure if I am doing something wrong. I have several subtasks being created from one issue on one transition. All the tasks are created ok and all fields I chose are copied ok except the checkbox fields. I do not see any other pattern there. I see that starting from version that I have, your product does support checkboxes. I could also not find any issue like that opened, so I take it into account I am doing something wrong, but since all other fields are copied just fine, I am not sure where to start with it...
Request - CC Services - is the checkbox field (regular JIRA type).