What's he doing? He's making his first mistake...
It's not a mistake.
They don't make mistakes. And they don't do random. There's always an objective, always a target.
If he's in Naples, on his own passport, there's a reason.
This is one of the lines that struck me watching "The Bourne Supremacy".
It shows that we must have a purpose, every moment we must think, what is my objective? What is my target? What am I trying to achieve?
Hone yourself to be like a supremely trained assassin. When you have found your purpose, make every moment count towards your objective.
Keep on thinking every moment, Do I know my target enough? How am I going to achieve my goals? What are the obstacles? How can I minimize the risk? What is my escape plan? What is my plan if things go wrong? Do I have the right equipment? Is the environment right to make my hit? Do I understand my quarry?