Setting himself up for success? It was work. He wasn't like... doing anything groundbreaking. Was he supposed to take this more seriously? "I can ah, try and come up with something?" Maybe he could start trying to do things in the same order, not get distracted? Wake up a few minutes earlier. It wasn't great that Darrow had noticed enough of a pattern that she needed to speak to him. He did want to keep his job, despite his nonchalance.