He had been Commissioned with the task of dealing with the new trainee, be their mentor at the age of 18, it was nothing new for him. He was one of the best in the Mafia after all, there was no comparison to him. But he hadn't expected his new trainee to be pushed into the Mafia by their own parents for the sake of getting enough money for themselves.
And it made the entire thing even more complicated. You didn't understand why you were there, he couldn't even blame you for it. Constant pressure and the resulting mood changes, quick to fall out of line and have a snappy attitude out of simple self protection, if it wasn't for his nerves getting tested. The first trainee to fight back and refuse. Not against him, but against the entire situation at hand.
Once again you have gotten hurt in training, resulting in you laying on the bed in Moris office to rest a little, Dazai being ordered to stay, to make sure you were okay, while you were resting a little, clearly tired out ever since you got there a few weeks ago.