An update on Theo's strange eating behavior: I now have a theory about his reluctance to eat out of his own dish. It's totally a guess but yesterday when he was eating his meal he got distracted when Thompson went into the living room and meowed at something. Theo began semi choking on a piece of food and began hacking to clear his throat.
He was right over his bowl and I thought he was going to throw up in his bowl. Once the hacking stopped he didn't have too much interest in trying to continue eating. Eventually he went over to Thompson's empty bowl as if that was the place to find safer food. Hmmmm.