To my mind Frodo, Gollum, Boromir, Finrod and others mentioned here elicit sympathy, there are elements of tragedy in their actions and eventual fates. However, after reading the thread I would still have to support Turin Turambar's claim to the title 'Most Tragic Figure'.
His country is destroyed, his people massacred, he kills his best friend, marries his own sister, she dies and he commits suicide...Everything he does seems to end in tragedy! Yes, he has his flaws, he is prideful and selfish; but his story is tragedy on a Shakespearean scale.
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"Remember, hope is a good thing, maybe the best of things. And no good thing ever dies."
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