So I have question about a potential combo for this card. Jim can take Double or Nothing, Eldritch Inspiration and Seal of the Elder Sign. The latter allows him to guarantee drawing a skull, so that's three damage. EI could then be played to recur the skull effect for a further two damage. How would DoN then interact in that scenario ? Both it and EI have an effect to resolve an effect an additional time. The question then is which effect kicks in first. Does DoN double up all of the effects inc the additional two damage you get from playing EI, or would it merely double up the initial result of the attack ? Either option is pretty awesome of course, but one of them would deal 8 damage and the other would deal 10. Guaranteed !
Also, is there anything to stop you from playing two copies of EI on the same attack ? Depending on the interaction with DoN this could get you all the way up to 14 damage on a single action.