Thanks for bringing it up again, Matt (that was my idea sort of indeed), and thanks for the explanation why it cannot be done, Matt.
So it's better to have some small populations (using the same object), than one large area. And what I always do, is place the pop center from a top view a certain distance in front of the camera, taking the size in consideration, and then changing the angle of the pop to the same as the camera's angle. Doing it so that the lower bounding box' line is near the camera's location. That makes the perfect smallest bounding box.