I also feed mine via a cup. I have been free-ranging him for a month now and he has LEARNED his cup feeding locatoin! I am shocked!!!
I lodge his transparent cup in between a few branches (the same spot everyday). As he has been growing, the cup I am using has become too small (since crickets can now jump out of it) so I am considering getting a larger cup...other than that though, he has CLEARLY learned the location of his food.
The past few days, right at 10AM he comes down and waits at his cup (assuming its empty)!! I just dust 5 crickets in there in the morning, and another 5 in there around late afternoon.