Thanks for the feedback! To attach a file, you need to also comment (I realize now this might not always be ideal). But the workflow would be: Attach some file

Thanks for the feedback! To attach a file, you need to also comment (I realize now this might not always be ideal). But the workflow would be: Attach some files, enter text in the comment box, post. I'm working on redesigning the entire task detail page, which will hopefully make this less confusing. I agree. I'm trying to figure out a good way to make this more evident without widening that left sidebar. This is the current UX problem that's keeping me up at night :-) Thanks again, I really appreciate your feedback!