I appreciate the information.
It did give me an idea, and I’ve experimented with turning milestones back into tasks and vice versa. Sadly, the order seems to be determined by creation date/time, it’s not influenced by (de)marking as milestone, and the only way to force it is to create the milestones in reverse order. The only improvement on your approach I can think if is not having to re-create the last milestone.
Still it seems way too much of a hassle, and it only works when you’re doing reverse goalsetting like Cal Newport suggests is a good idea (podcast)
For westerners it commonly doesn’t make sense to have the order of doing things anything other than left to right, or top to bottom. The fact that in this case top to bottom converts into right to left is really counter intuitive. Especially since creating new tasks (hit [enter]) is by default from top to bottom.
I wouldn’t get my hopes up on getting this fixed anytime soon since there appears to be no progress in being able to Reverse the order of comments