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My party once adopted a kruthik hatchling after slaying the rest of the nest. Lasted up until they decided to fly across a canyon and dropped it. The token for it remains on the world map in that canyon to this day...

Maybe lean into the Insight angle. Something like The Tactician, The Strategist or The Analyst. Or maybe Sure-Shot, Unerring or Bullseye.

I had this exact issue, in the exact same spot in my game of CoS. The party wizard was all about gaining power and knowledge, and thus took (multiple) dark deals, and became pretty corrupted. The party ranger (planar warrior) was pretty zealous about ridding the world of darkness and corruption...

A Lamia or Medusa looking to further decorate their lairs and gain more thralls! Perhaps the gambler is even one of these thralls.

Going to review based on reading the class, though my opinions may change if I actually experience the abilities in play. Base Class: Change saves to either Wis/Cha or Wis/Int. Cha and Int are both two of the "Lesser" saves, so having two of those is a little underwhelming. While I don't think...