When a new/new version of an asset is made, it is not obvious to the user since it doesn't pop open.
At the moment, when you make a new/new version of a asset, it only creates a file in the corresponding directory, but it doesn't actually open the file in the editor, ready to be edited. The user needs to go back through the list of files to find it and open it manually.
This approach not only is not intuitive, but also it can get very confusing very fast especially if you have so many assets with similar names. It is usually the case when you are testing experiments just with minor changes.
To upload designs, you'll need to enable LFS and have an admin enable hashed storage. More information