I understand the argument, but it absolutely depends on your estate being of no value when you're dead. Ok, that's simply one of the rules given in the problem, but in reality, people generally care very much) about the posthumous disposal of their assets. The gameshow version makes the problem much clearer, because one can very easily imagine a gameshow run exactly according to those rules.
But then, by making it much clearer, the paradox is reduced: it is easy to understand the equality of the two cases, even if one's first guess was wrong.
Imagine you're playing Russian roulette. Case 1: a six-shooter contains four bullets, and you're asked how much you'll pay to remove one of them. Case 2: a six-shooter contains two bullets, and you're asked how much you'll pay to remove both of them. Steven Landsburg describes an argument by Richard Zeckhauser and Richard Jeffrey saying you should pay the same amount in both cases, provided that you don't have heirs and all your remaining money magically disappears when you die. What do you think?