When using the Pluck-A-Pal machine the claw will sometimes just outright not hold an item. It will pick the item up and after it raises the claw up a few inches the item will teleport back to the floor of machine, as if I never picked it up. The second bug is when redeeming prizes, it will some times have the item(s) stuck in the drop area and then never be given. This is on a random basis and has happened with every machine in the arcade from what I have experienced. These issues have happened with both picking up a single item and two items.
Unfortunately due to it being completely at random the only way to “recreate” is just play and “hope” it happens.