[quote=@Baklava]
Having a cynical outlook as a result of his occupation and being kind can sometimes collide though. When he sees a damsel in distress, does he think "I need to help her" or "It's a trap"... or, does he perhaps think "I'm going to help her even though it's probably a trap." Basically, is he kind in spite of his cynicism? 

It's sounding so far like his apathy is applicable only in situations where there is a lot of death or violence. A better way to describe it might be to say that he is hardened against such things, rather than apathetic. Apathy suggests that if a child he was supposed to protect dies, he wouldn't care at all. If that is the case, then apathy would be the accurate word, but I get the feeling that isn't what you're going for. Perhaps he is only apathetic towards those he deems evil-- or those he is being paid to kill? (Mercenary work is not always the most just-- does he reject jobs if he is hired to kill someone he deems innocent or does he approach it with more of a "Sorry, it's strictly business" approach?)
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First part: Yes, that sounds right.

Second part: If someone he tried to protect dies, more like he would try to force himself to feel nothing (character flaw, perhaps?). Yeah, definatly apathetic to those who he sees as 'evil.' He goes with the "Strictly Business" approach, but with a few stubbon morals that he will not violate. Such as...well, you will have to find out. :P