6:30 PM, Monday November 23rd 2020
Your assessment there is more or less correct - the ellipse inside would need to be shifted back slightly, and in order to maintain the minor axis' alignment to the vanishing point, its orientation would have to shift a little as well. The degree does remain the same, however. I've done a little analysis of your image here. The X's mark the center of each ellipse, and the points along the outside represent the minor and major axes. The fainter red ellipse is drawn around the blue ellipse's center (no offsetting), and the green one is offset correctly.
While it is true that Drawabox focuses on 'close enough', this was technically an unnecessary mistake on my part, so I'll keep it in mind when I get around to rerecording the wheel challenge demo.