My opinion.
I personally would say that the entrance, rather the inclusion of Tom Bombadil was the most tragic event. Tolkien introduced us to a character that immediately 'stuck out'. A character you knew was something special, but whose involvement was cruelly cut short and confined to a mere few pages, never being fully developed or explained.
Perhaps something that made him one of the better characters. Alas, I sigh and can only dream.
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"I am, I fear, a most unsatisfactory person."
- (Letter #124 To Sir Stanley Unwin)
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