- "It's amusing the Demon's Head thinks he can catch my employer unaware."
- —Damien Darhk's assistant to Oliver Queen[src]
In May 2015, Damien Darhk visited Starling City and stayed in a hotel, of which he had the entire top floor shut down and guarded by his operatives. It's unclear what his intentions were, but Damien caught on early that Ra's al Ghul was planning to destroy Starling City with the Alpha-Omega bio-weapon to kill him. He escaped, leaving his Ghosts in the hotel, along with his assistant, who posed as Darhk.
Oliver Queen intended to capture Darhk and hand him over to Ra's in exchange for sparing the city from the virus, only for the assistant to surprise Oliver with a revelation: the real Darhk had already left. The assistant was amused by the situation, only to get shot by an arrow from one of the League of Assassins members. Ra's phoned Oliver after the debacle, praising his "bold move", yet threatening him at the same time.
Damien Darhk's assistant was a confident man with a sense of humor. When threatened by Oliver Queen, he only thought to comment on the fact that the hotel was going to bill him for the broken window. The man's overconfidence proved to be his weakness as, distracted by his banter with Oliver, he was not able to evade an assassin's arrow, which lead to his death.