Interestingly, Jon Cryer’s upcoming guest appearance on Will & Grace will not be the first time the actor has played himself in a series.
The fact that Jon Cryer will be playing himself when he makes his guest appearance could indicate any number of possible arcs, so we can only speculate at this point about what’s in store.
With Jack being an aspiring actor, it is feasible that is where Cryer could come into the story.
He recently played himself in the first episode of the Netflix comedy Lady Dynamite.