Filing a new bug, as it seems I cannot unmark a bug as complete. I filed this bug , to which the suggestion was to use this syntax to create a check box: [ ] Task from CLI I have tried this as well.. it also does not work. I sent the following... { "tasks": [ { "contentType": "text/markdown", "content": "[ ] Task from CLI: [link](https://www.google.com)", "taskId": "dc90512c-[redacted]", "placement": "beforeend", "completed": false } ] } I attached the result. You can see the markdown is working due to the link, but the checkbox does not come through. From fiddling around, my guess is that I don't have access to the "node", just the content of the node... ?