2. Olive the Other Reindeer (1999)
Based on the beloved children’s book of the same title, written by Vivian Walsh, this 45-minute movie first aired on FOX, animated by The Simpson’s Matt Groening. Olive, a precocious and sweet-tempered dog, mis-understands a radio broadcast by Santa, and travels to the North Pole to help him deliver gifts. She befriends a cast of hilarious characters, indulging a trash-talking Penguin named Martini and a flightless reindeer named Schnitzel along the way. This movie is funny, sweet, and oddly touching. Voices by Drew Barrymore, Joe Pantiliano, and Ed Asner, among others. I watch this every year as I’m putting the lights on the tree!