My hope is that Obamacare– not to mention, numerous other initiatives supported by the president — fails for a whole host of reasons. And not only do I have my fingers crossed that Obamacare fails in the way that most policy fails us, but I hope it fails so hard that any residual perception among voters that any part of it was prudent policy is completely eliminated. Anything less may mean that a substantial enough block of Americans will continue to operate under the false impression that top-down technocratic control of their decisions is a good idea. And that, would be a genuine failure.
Wishful thinking, no doubt. And admittedly, there’s also a self-centered reason to root for your ideological opponents not to succeed. Their misfortune confirms your worldview – one that you’ve probably spent considerable time and effort cultivating. Anyone with a shred of intellectual honesty remains somewhat open to the possibility that they may be wrong; but they are certainly under no obligation to root against their own beliefs. Not even if a president armed with a straw man demands it of them.