@Aiello-antonino, I am not sure I understand your problem exactly, as I am thinking there is no problem at all. You can switch to see the first VIA point or the first waypoint. You have to consider that a via point is also a waypoint. All VIA points are waypoints, not all waypoints are VIA points... If you know this, it is quite logical for the app to show the same waypoint for both options when the first upcoming waypoint happens to be a VIA point...
Furthermore, a popup when tapping a waypoint ONLY applies if an image or a note is added for that waypoint.
So I think both of your "problems" actually are by design