if you think about it betting the freeplay as a bet you would make anyway you only are better off if you lose it. If you win you lose the coupon and win what you would have anyway. If you lose instead of losing cash you lose a piece of paper. The other part is you wouldn't make defensive splits. You have nothing at risk. So splitting puts money out at a disadvantage. Then there is doubling. You double a hand and give up some EV to get a smaller edge with double at risk and reward. The situation is strong so the math adds up. Now you have nothing at risk but a piece of paper. If you hit you risk nothing to win the $50 on an 11 that you will be able to hit again if you like. If you double against a 7 or higher you would hit a stiff if you could. By doubling the coupon your risk goes from 0 to win $50 to risk $50 to win $100 and give up the chance to hit that stiff as you would like to. It makes sense at risking $50 to win $50 to sell your ability to hit in order to get $100 on the felt to win $100 but when you are risking a coupon that costs you nothing if lost is it wise to sell the ability to hit by going from nothing at risk that wins $50 to $50 at risk in order to win $100 rather than $50? Most say the value of the coupon is half is face value but once it has a matchup attached to it the value changes. You have similar but different issues with a match play. These are questions you want to know the answers to before you put that coupon on the felt. If you play the coupon at a different game that is now a +EV bet you wouldn't have made anyway none of these issues come into play.
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