As someone who is able to make the trip to HHN very seldomly but is hoping to go next year after having not been since 2019, I could go either way with regards to Icons and whether or not they'd appear. On one hand it'd be really cool to see something like Jack in person but on the other I wouldn't be upset if they were more original creations spread through the event.
That said I would murder for The Director to get a glow up akin to Jack. (Though the chances of that happening are all but zero but a man can dream!)