One reason why people idolize hitmen is because of the way hitmen are portrayed in film and video games. They are depicted as being cool, calm, collected, and having everything planned out perfectly. Furthermore, the targets they are assigned are more often than not "bad" people who "deserve" to be killed. Unfortunately, this is also one of the biggest problems with the genre, and with most films and video games in general that involve killing.
Writers will often try their best to justify the actions of the protagonist to the point where the audience, or the player, will agree that the protagonist is "right" in killing his targets. John Wick is a perfect example of this, especially in the first film which is a revenge film at heart. The revenge genre is structured around creating a justification for the protagonist to kill a bunch of people without the audience feeling guilty for enjoying it.
This is a big problem I have with the Hitman series of video games, where Agent 47 always happens to be given a target that is an all-round bad guy that deserves to die; it's ridiculous. It's rare that you will get a hitman that kills people for money, regardless of the morality of the situation, and even then, they are mostly villains, such as Vincent in Collateral.
A good example of a protagonist that bucks this trend is the 2009 Hong Kong film Accident, where the protagonist kills his targets in such a way to make them appear like an accident, and not a targeted killing. Even though he is still cool, calm and collected, having everything planned out perfectly, the targets he is paid to kill are often just people whose death will net his employers a profit.
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