
[SPOILER]
It was when they were about to go on war against Northen's aliance.
Raon would not be able to participate in the battlefield because of it and Cale with co would need to go through truly difficult situations while protecting Raon since one of the enemy has also found out about Raon before finally able to flip over the situation.
Though all above is still the beginning of the true war that would happened later.

By the way, Cale doesn't accept badges, honors, or noble titles as reward. He only likes money and Crown prince is the one who helps him to avoid being used by the nobles. They're both actually sly,glib and calculative people that's why their conversations are funny since they both fake praise each other exaggeratingly because they know that they both have the same personality.
Raon then laid down next to Cale on the bed. However, Cale did not care as he closed his eyes.
“Human, human.”
Cale heard Raon's voice right before he fell asleep.
Raon continued to ask his question.
“Human, would you save me again if you went back in time?”
“I told you not to ask something so obvious.”
“Human, would you save me again if I become that weak again and require you to save me?”
Cale moved his sleepy body and put his hand on Raon's head. He felt himself slowly falling asleep as he answered back.
“Of course I would save you.”
Cale then fell asleep. Raon watched Cale for a long time before burrowing next to Cale's side and rolling up his body into a circle before closing his eyes.
‘I will save you even if you are weak.’
Those words echoed in Raon’s mind. Thanks to that, he could easily fall asleep.
Soon the light breathing noises of the adult and the young Dragon filled the tent.