He raises an eyebrow but doesn't push. There's something there. He's only slightly older than this king and just as meticulous about controlling every word he says or emotion he shows. He's just not sure that's what is going on here. When in doubt, focus on the words. He crosses his arms over his chest.

What to ask? Well. "From your words...this person is high up in the syndicate if not the head of it?" He ventures, cautiously. He could have made the wrong assumption but this is good information none the less. "How do you know each other if you don't mind my asking. If you do, you don't have to answer me." Friends? Maybe they had been allies before everything happened.