Jack sees Santa Claus, and picks up some assorted gifts and knick-knacks from Christmas Town to bring back to Halloween Town with him to show his people what Christmas brings with it. Endeared and inspired by the fresh new concept of Christmas, Jack sneaks throughout the town trying to comprehend it. While examining them he ventures to explore one and comes up Christmas Town.
Jack walks out into the woods around Halloween Town until he finds a set of doors that lead between his town and the other Holidays. The Halloween Town resident Sally - a Frankenstein-Esque homunculus overhears Jack's creative frustration and becomes empathetic towards him, but remains hidden as he bemoans his rut.
After the latest Halloween, Jack voices his malaise to his pet ghost dog, Zero in the Pumpkin Patch. Years spent scaring in creative and effective new ways have earned Jack a celebrated reputation beyond compare, however, he has become bored with the position and wants to find a new muse outside of Halloween. Though Halloween Town has an elected Mayor, Jack is the premier scarer and as such has been a celebrity of such extensive renown he is considered the town's unofficial King. Jack is introduced as the paragon of Halloween Town - one of several worlds that embody the holidays.