* ActingForTwo:
** Creator/KathleenBarr voices I.M. Slime, Mrs. Spankenheimer, Mrs. Claus, and a police officer.
** Elmo Shropshire voices Grandpa Spankenheimer and the Narrator (who is an adult Jake).
* AdoredByTheNetwork: Definitely, when Creator/CartoonNetwork had the rights to it, much to the chagrin of many of their viewers. Subverted finally when the broadcast rights to the special lapsed from Cartoon Network over to Creator/{{Freeform}} in 2017, likely because the network punted most of the Christmas specials it airs around December in favor of more ''WesternAnimation/TeenTitansGo'' marathons. Freeform in comparison aired the special a modest amount of times during the "25 Days of Christmas" program season, though at the same time, [[Main/EditedForSyndication hacked it up]] by playing it faster and cutting out the BigLippedAlligatorMoment songs (yes, even the infamous "Grandpa's Gonna Sue the Pants Off of Santa" DisneyAcidSequence), all just to fit in more commercials (in fact, Freeform did this to ''WesternAnimation/ThePolarExpress'' and every Creator/RankinBass special it had the rights to until they were lost to AMC in 2018). However Creator/{{AMC}}'s airing of the special beginning in 2021 retained it's original format and kept the songs that were cut from Creator/FreeForm's airing.
* ChannelHop: Along with the switch from Creator/TheWB to its successor Creator/TheCW, the cable rights to it went from Creator/CartoonNetwork, to Creator/{{Freeform}} in 2017, to Creator/{{AMC}} from 2021 onwards.
* EditedForSyndication: In later years, on AMC and The CW airings, small bits and pieces were edited for time, such as the montage of Jake's Email traveling to the North Pole through utility poles. Unlike Freeform, all of the songs remain fully intact.
* TechnologyMarchesOn: As Blog/TheIslandOfMisfitChristmasSpecials pointed out, a major plot point of the special dates it to a point in time when email and the internet were commonplace, but not ubiquitous.
-->"But how can I possibly contact Santa??" Jake explodes. "Oh, wait. I think he has an E-mail address!" Argh, it's been that simple the entire time? Why didn't he think of it earlier? Probably because he wasn't used to having that convenience. At the time this was made, electronic mails were still a new thing. If Franchise/WinnieThePooh had E-mail in 1990, his entire special might have never happened.
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