i like the "i don't fit in" idea for the half-elf.
i did consider fighter dualled to assassin, or multi F/assassin (it's possible through editing) but you're correct, the point sacrifice would hinder his sole reason for making him a thief, plus don't take his devil-may-care attitude to mean that he is completely selfish or only out to make his life more comfortable. i think swashbuckler is a good fit at this point.
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