On Prince John's orders, he prepares the gallows to hang the Friar, knowing that Robin Hood would no doubt come to stop the execution and lead to his capture. Later, he presumably imprisons most of the townspeople on the Prince's orders for not paying the dramatically increased taxes that Prince John imposed as punishment for the mockery, takes money from the poor box in the church which is the last straw for Friar Tuck who attacks him, he then arrests Friar Tuck for high treason. He tries to fight Lady Kluck causing her to judo flip him knocking him outĭespite his supposed loyalty to Prince John, he is not above making fun of him when Sir Hiss is not around, as the Sheriff is next seen singing a mocking song about Prince John that the villagers had made up. He then discovers Little John holding a knife to the back of Prince John's neck and attacks him, freeing the prince and resulting in the following battle against Robin Hood. After Prince John unmasks Robin Hood and sentences to beheading, the Sheriff becomes suspicious when the prince suddenly orders Robin to be released.
He loses anyway, thanks to Robin Hood's skill. When the "stork" shoots, he nudges the stork's bow, in an attempt to have him miss. First he has his vulture henchman, Nutsy, hide in the target, and the vulture adjusts the target so that the Sheriff gets a bull's-eye. Though the sheriff is apparently a decent archer, making it to the final round, he resorts to cheating to defeat the disguised Robin Hood. He even carries on a conversation with the "stork" about how Robin Hood did not attend, and brags that he could always see through the disguises.
Once again, he is unaware of the fact that a stork archer is really disguised Robin Hood. The Sheriff is one of the competitors in Prince John's archery tournament. The Sheriff even stops so low as to take money from a blind beggar, while being completely oblivious to the fact that the beggar is really Robin Hood in disguise. At Mother Rabbit's home, he takes the single farthing that was meant as a birthday present for Skippy. First, he takes them from Otto the blacksmith, by hitting Otto's leg until the coins that the dog hid in his cast come out, which causes obvious pain to Otto's broken leg. Later, he is shown traveling though the town for his daily tax collection. Despite his attempts, Robin Hood manages to escape by hiding in a tree.
The Sheriff appears at the film's opening, sneaking up on Robin Hood and Little John as the two are swimming. He also speaks with a heavy Southern United States accent, which is likewise derived directly from British dialect which most characters speak in. Unlike most Disney villains, the Sheriff is a cheerful character but he seems to have a short temper. The Sheriff commands a posse of archer wolves, and has authority over Trigger and Nutsy. Despite this, he is not stupid, as he was baffled by Prince John's unexpected claim that Robin Hood should be released, and immediately grew suspicious of John' behavior, with his suspicions being confirmed when he found Little John holding the prince hostage via knife-back. In addition, he is always fooled by Robin Hood's disguises, despite his claims to the contrary. Despite his constant attempts to capture Robin Hood, he always fails. Because of this, he is hated by the people of Nottingham, who often derisively refer to him as "Bushel-britches," referring to the Sheriff's rather overweight physique. He is completely unsympathetic to the poverty of the town's people, using immoral ways to collect taxes such as forcing out the coins Otto had hidden in his leg cast, regardless of the pain the blacksmith would endure from his broken leg in the process, or taking the single farthing that was in the church's poor box and laughing as he did it. In contrast to Prince John, who is the mastermind behind the many plans to stop Robin Hood, the Sheriff is a more active antagonist, constantly fighting and attempting to capture Robin Hood. The Sheriff was charged to collect the taxes by Prince John.
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