He probably can't read minds, I think he's just manipulative. I can't speak to the office culture in Japan, but saying "I'm glad you aren't a stick in the mud manager" puts pressure on her to appease him in the future, rather than the other way around. Probably senses that she's a people pleaser and won't scold him, so he's taking advantage to get his way.
Whether skipping the training is harmful or not is ehh. Maybe they don't get paid for training, and/or he's trying to rush his own training phase so he can start making commission (if that's applicable to the job?). So possibly an understandable take, but the polite and proper thing to do would have been to check with her before skipping the training since she might get in trouble. After all, if he makes a mistake later, they are going to see a step was skipped in training and blame her for not supervising properly,. Because if she let him skip a step, what else did she let slide during training that led to the mistake? So what he did was rude.