It might help this discussion if we first define humanity. Rather than use a dictionary definition, let's use the one offered by the game itself. Take directly from the in-game tip about humanity:
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Humanity is a moral code that allows Kindred to retain their mortal sensibilities in the face of their transformation in to parasitic monsters. In essence, it is what keeps a vampire from becoming a mindless animal, enslaved by their thirst for blood.
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Humanity is a moral code. Now consider your treatment of Cooper. First, there's the matter of extortion. You exploit his ignorance of vampirism to rob him of nearly five hundred dollars. Then, you send him on a fool's errand to attempt to assassinate one of the following: A Camarilla prince, an Brujah Anarch leader, or the US President. Cooper may be a vampire himself, but he is a neonate and a Thin Blood on top of that. His chance of surviving any of those three encounters is miniscule at best.
There is nothing moral about the way you deal with this poor idiot. You rip him off and send him to almost certain death. The humanity loss is warranted, in my opinion.