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With her dad's permission, Sydney enlists Olive to help remodel her bedroom to fit her new "artsy Syd" 8th grade persona. In the ‘90s, Max is struggling being the shortest kid in his class and tries to make himself look taller.
As part of a yearly 8th-grade tradition, Syd and Olive get paired with two 6th graders to mentor. When Sydney sees her mentee Lucy is very shy, she goes a bit overboard trying to help her make friends.