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Digby, nicknamed "Diggs", is a recent transfer student to Springfield Elementary School and an aspiring champion in the niche sport of falconry.

When Bart was being bullied by Jimbo, Dolph and Kearney, Freedom, Diggs' falcon, swooped down and attacked them. Diggs told Bart that he had transferred a few months ago and that he liked the lack of attention that he got at the school. Diggs then showed Bart the Springfield Elementary Falconry Club, which he had resurrected. Bart asked to join the club too and Diggs and Freedom accepted him.

Diggs started to teach Bart about falcons and falconry, with Bart staying out late instead of going home for dinner. Diggs also helped Bart to bond with Freedom, getting Bart to feed him and have Freedom land on his arm. As Diggs and Bart were hanging out in a tree, Diggs told Bart to watch him do something cool. Diggs then started to wave his arms about and jumped out of the tree. Diggs fell to the ground and hurt himself, breaking his arm...