Because nothing says hacker badass like a ball cap and trench coat.
I'd like to think this was inspired by GTA IV where someone said, "what if instead of having a cell phone that annoyed you, we made one that blew things up?"
Yeah that was out of nowhere. I just assumed that when the guy got there they were going to have a dance competition or maybe he was going to serve him with papers. I guess the part where he beat the bouncer unconscious with an extendable baton was supposed to be a hint, but I kind of miss that because that's how I greet old friends.
"I want to go around the back way" - Mission Failed
"I want to try car jacking a car and running my target into the side of a building" - Mission Failed
"I want to skip talking to the Chinese guy and just go back out the front to ambush my target" - Mission Failed
"How about I just take off the douche cap and..." - Mission Failed