I've been wanting CR with Moiraine for forever (of this game, so two months)! Yes, Matt tries to be good .... he's trying his best ... he means well. And I feel like meeting more Pleromas will also complicate his life right back.
As for mindscape issues Moiraine could pick up on, the three big ones are 1) Matt's parental abandonment issues (they soft-disowned him shortly before the world potentially ended), 2) his abusive vampire ex issues, 3) his issues from summoning a demon who gave him his cheek scar. There's also some lower-key "fear of persecution/general shame because of magical powers" that she could pick up on.
eta: Gently edits to add now I have a top level! Let me know if any of these work for you, OR I am happy to tag Moiraine someplace.
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As for mindscape issues Moiraine could pick up on, the three big ones are 1) Matt's parental abandonment issues (they soft-disowned him shortly before the world potentially ended), 2) his abusive vampire ex issues, 3) his issues from summoning a demon who gave him his cheek scar. There's also some lower-key "fear of persecution/general shame because of magical powers" that she could pick up on.
eta: Gently edits to add now I have a top level! Let me know if any of these work for you, OR I am happy to tag Moiraine someplace.