Hello,
Thank you for your feedback.
Yes, in your example, if you would want to add/change task between tasks 1 and 3, other tasks would need to be removed and then added again in the correct order. Thank you for pointing out this inconvenience. We will suggest to our RnD team to implement an option to conveniently rearrange task manager tasks.
Meanwhile, RMS assigns a unique file ID to each uploaded file to RMS. It does not matter if multiple files are updated with the same exact name - they will acquire different unique IDs and therefore tasks in task manager would need to be adapted to use this new file.