It’s not a feature to me, since it makes me have to do it twice for no useful purpose, and the name is wrong (it’s “toggle checklist status” not “toggle to a list or a checklist but not back again”, after all).
Yeah, this is frustrating. There already exists commands to toggle a bullet list. I don’t want to have to toggle checklist status twice before I actually get a checklist item. Is there any way around this?