Maybe because he was a rookie and he didn’t realize he was expendable to the deep state.
Wouldn’t they tell him to explore earlier than that day? Or just tell him him climb this ladder to go on the roof at a specific time?
They told him which building was clear. What else did he think he needed to see?
They needed somebody dumb enough or easily manipulated enough to agree to the job. Wouldn’t they know to give him very simple and specific marching orders?