We don't go character hunting, but are well aware of most the spots where you'll likely run into a couple. Though once just a "stop if we have time" thing, we are trying to make it more of an integral part of our vacation, as nothing beats the pictures you can get out of those intimate character meetings.
That said, we don't like the character mobs, so usually we just hope a surprise encounter happens occasionally.
The Jiminy character looks great, but I really don't remember seeing him at all before inside the parks, though it's probably because the large time-gaps between our trips.
One question, I think it would be foolish to have Jiminy appear too close to Wishes in MK, but is there any feeling that he might show up after, seeing as his narration would have heightened his popularity at that time of night?