Dylan signs up for gift-wrapping contest instead of rap battle. With cousin's help and rhythmic skills, he competes to avoid chores, learning Christmas spirit's meaning. Charlie's first job for perfect Christmas present goes awry.
Dylan has to face his fear of flying when the Wilsons plan a trip by plane. Inspired by the Tuskegee Airmen's bravery and a dream, Dylan finds the courage to take flight, overcoming his anxiety and embarking on the adventure with newfound confidence.