Facing 19 Fingers and One Big Eye

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Originally Posted by Morthoron

Oh, but he did exact revenge...in the basest, most meanspirited manner possible (a reflection of how far he had fallen), by becoming the petty dictator of the Shire, Sharky. He says as much to Frodo.

Hmm...started thinking about that. What again was the rationale for him to mordorize the Shire? Sure, he had business associates there, but I thought that when the Hobbits came upon him like some beggar on the road, he was going a different direction - so was the thought late in coming? I assume that, as he had little more than one fang left, he left the abodes of Elrond, Galadriel, Aragorn and Eomer alone.

Had he been looking to be a spoiler - didn't Galadriel try to keep him from resume-padding - if he had joined with Morder, he could have led the attacks on Lorien, maybe to better effect.

Maybe since the attack of the Ents, he developed a phobia about trees, and so had as many as possible cut down in the Shire.