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Libby and Molly first meet on the latter's first day at Brighton Middle School, telling her the story of how she, too, was made an outsider after mispronouncing Andrea's name. By the end of the episode, her and Molly's her outsider status is revoked by Andrea herself (under Scratch's control), and they officially become friends after a camping trip in the woods. Over the course of the first half of Season 1, she noticed Molly behaving weirdly around her, and at first she thought this is because a fictional creature possessed her or that she doesn't want to be her friend, but she was shocked when she found out the reality: Molly was hiding her ghost friend, Scratch, from her (Scratch the Surface).

After this discovery, Libby quickly shakes it off and argues with Scratch about who's a better friend for Molly, but ends up befriending Scratch after they save her together (Friend-Off).

When a blackout struck Brighton on the final night of Hannukah, and her family's bookshop, Book Marks the Spot, is the only place in town with a generator, Libby was glad to share all her family's Hannukah traditions with those coming in for refuge, especially the McGee family (and their honorary ghost relative, Scratch). She did beat poetry, intoduced the McGee's to the Miracle Box tradition, set up a buffet of traditional Jewish dishes that are all deep fried... much to Scratch's delight... and challenged Scratch, Molly, and Darryl to a game of dreidel (with them betting with chocolate coins that Scratch mistook for real gold) and won the jackpot against them by spinning gimel. Libby noticed it was a Hannukah miracle that the generator kept going for eight hours, even though it only had enough fuel for one hour, and just when the lights went out, and thus she thought she jinxed it, the blackout was officially over. (Festival of Lights)