This is a good point. One never knows that the next iteration of an Apple product may look like (or be priced like) and sometimes you might not like the changes. There is at least some argument for buying the thing that you think you would be happy with for a while just in case. Nothing prevents an upgrade later and of course the higher priced iPads will bring more on resale/trade in toward the next purchase. But my personal history has been that I wind up holding on to electronics much longer than I think I will.Probably boils down to how good, or how basic, the 2020 base level iPad is.