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Isildur
Somehow, Isildur's fate made very sad impression on me. He was great man, who did lots of heroic things (such as saving the seeds of White tree from Sauron in Numenor, what costed him many serious wounds), founded Gondor along with his brother, fought many battles, made Gondor and Arnor powerfull kingdoms, been wise king: but, he is rememberd mostly by his unfortunate desision to keep the ring, what brought him and to his sons, death at Gladen fields. So, everything good that he did became annuled by this.
So, I vote for Isildur.
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