Just coming back for an update. Did another test run last night and ended up getting Rhyll and The Boys to show up so it could very well be that I did treasure twice before.
I was running Power Fantasy, Spire, made sure to offer them Glory and even had previously done the party raid with Cooch and Mina, picking the friendly resolution there.
When they joined (which they did faster than I remembered, even. Was under the impression that they would always wait until Maelys was almost there but it wasn’t the case) they seemed to have 0 morale as I couldn’t select them for raids and whatnot despite being in Power Fantasy mode. This to me would make sense as a consequence of having stolen a fair amount of cash of them before (what is that? 1 vs 2 units of Treasure?) but at the time my first thought is some flags could’ve got messed up, which wasn’t the case. Also refrained from giving Mina the dress precisely because I was afraid of the game getting confused. Things seemed to settle as usual once I gave them some 2 units of treasure from my infinitely deep pockets