Jacqueline Jennings, mixed heritage Cree, Anishinaabe, Métis and settler descent, is 2nd generation residential school survivor from Canada - a self-made woman who started out with nothing but a turkey feather (not even an emerald mine to get the ball rolling). She has found herself in a very unique position as an entrepreneur and investor who is now navigating the world of Indigenous finance at Raven Capital, where her team brings the traditional role and protocols of The Intermediary to bear in a way that is seeding some interesting disruptive innovations, seeds intended to grow over seven generations. I was heartened to see that her work is neither Indigenised finance nor financialised indigeneity, but something else entirely. I gained some helpful clues about risk management and the issue of trading beyond spheres of trust at scale, but also some troubling wake-up calls about the impossibilities of allowing land to be anything but capital without sparking a global catastrophe. In the end, it's your body or your land as collateral, and you can have skin in the game or be somebody else's skin in the game. Maybe. As long as we remember that the house always wins.