There have already been several attempts to procedurally generate Where’s Waldo? style images since the early Stable Diffusion days, including experiments that used a YOLO filter on each face and then processed them with ADetailer.

It's a difficult test for genai to pass. As I mentioned in a different thread, it requires a holistic understanding (in that there can only be one Waldo Highlander style), while also holding up to scrutiny when you examine any individual, ordinary figure.

I've actually been feeding them into Claude Opus 4.7 with its new high resolution image inputs, with mixed results - in one case there was no raccoon but it was SURE there was and told me it was definitely there but it couldn't find it.