My point is that making those types of custom, physical connections are kind of a manufacturing nightmare. If the hobbyist that did this was able to do it with WiFi with no need for more manufacturing and making sure the sled would be able to reliably push the pins in every time, then WiFi was the right call in my eyes!
I wonder if there's not an off-the-shelf connector that can be used to route power and USB signals which would fill the role. There's nothing saying the connector has to be small, the entire back and underside of the cartridge is available for the purpose. The original Polaroid film packs had two large pads on the bottom and the camera two long springs to connect with them to provide power from the pack to the camera. However, Polaroid didn't have to contend with ejecting the entire pack with every photo.
My bias says that using wifi adds complexity, but I can see that getting the physical connector right is also not as simple as it first appears.