Windows client issue:
Try reordering the list using copy and paste: https://discussion.evernote.com/topic/81509-is-there-any-way-to-reorder-bulleted-or-ordered-list-using-windows-client-without-messing-up-the-list/
Web client issue:
Create a simple list:
Try reordering the items. Example: move "D" to the place between "A" and "B". To do so, select from "after C" to "after D" and drag/drop or copy/paste the selection to "after A". Result:
iOS client issue:
Create a simple list of five elements like the one in the web client issue:
Try reordering the items. Example: move "C" and "D" between "A" and "B". To do so, select from "before C" to "after D" (selection from "after B" is not possible), cut the selection, make a new line after A, paste.
Additional note: The second bullet is not selectable, you can not enter any text there.
The issues I mentioned regard simple lists. I used to work with 3-4 level lists in WorkFlowy and OneNote. Trying to do manage such lists in Evernote is not a pleasant experience, to put it mildly. Not to mention pasting web content.