Awesome playbook! I'd love to play this one. Everything works together so well to really paint a picture of the character, and the contrast between charm and rashness shines through in all the abilities.

Devil's Own Charm is such a clever ability to push the player towards a certain fiction. I love the additional overindulge options in Pay the Devil His Due - that's such a great mechanical space to play in that isn't touched on by most playbooks. Loose Cannon and Under the Influence work together so well to make the stress track more dynamic (with Philosophical Loser giving you a bit of a chance to recalibrate if you need to cool off).

Also, Shovels & Rope? Great taste!