Caleb guilt is my favourite flavour! Even just watching his face hit the table when Sam turned his tablet around to show off his single hit point...

Reasonably Caleb knew Nott could gtfo and there was nothing he could really have done even if he knew Jester was there, but it'll be fun to watch yet another fight between Caleb's calculating pragmatist side and his constant guilt and grudging acceptance that he does actually care about people around him.