I would like to be able to comment on or add sub-tasks to items in a checklist. Is this possible? If not, is there a workaround for this? Thank you!
No, it's not possible natively. A workaround would be to convert the check-items into linked cards. That will generate a card for you to populate information into. It does mean you'll end up with more cards on your board, but perhaps you could have a dedicated list to hold these subtask cards. Taking it a step further, you could collapse that list using the collapsible list chrome extension.
Here's an article talking about how to turn check-items into linked cards using Butler.
@Josh Anthony something i like to do is use markdown in the checklist items to help format them. for instance I'll sometimes bold the first part (like a title) and then give more details afterwards in Italics, or use links to link to more details about that item elsewhere.
Or sometimes I'll create multiple checklists on a card and group the subtasks together in their own checklists on that card!
Hope this helps!
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