The Mc knows about Wolf since Asterion and Luke will certainly tell him, and you can see some instances (can't call them interactions since there was no direct conversation) where the Mc acknowledges Wolfs presence in his inner monologues like in the drinking game scene or the pool if you chose to hire him, so the whole trust establishing phase can be skiped. Tho I wish that he had hangout routes like the rest of the crew, that could let us explore how far does the hotel translation goes too.
Quick question: You mentioned Asterion's fist flying into Jean's face but in the scene it says "your fist lands" so I am a bit confused.