this is a completely different problem
Yes, that's what I've been trying to explain. And no, JWO was not built to be accurate, it was built to be convenient. That's a very different incentive that will lead to skipping alternatives that are less convenient but more accurate-- like the checkout kiosks I've been talking about. I'm not defending JWO and it's obviously both a harder problem and one that's not managed well, focusing on optics over accuracy.
nobody’s placing the berry or berries they decide to eat or not eat in a separate area before placing them in their mouth
That's not necessary, they're already placed in a nearly ideal environment by the person setting up the berry bowl. Notice how the "bowl" is a white square with each fruit placed in a way where they're separated by the whitespace. You wouldn't even need to train a model on the whole bowl, you could just do an image region detection --> object recognition pipeline. The hardest part about the berry bowl would by far be determining the person taking the fruit! (In fact, I wouldn't be surprised if that was manually reviewed, with that few instances to look at.)