Occams Razor doesn't work with your theory because you have to envision a convoluted series of events whereby someone who became an acknowledged "conservative" justice, of the Supreme Court, went through life conveniently missing out on the simplest economic lessons that all conservatives understand along the way. We are to believe that he was hired into the Reagan Justice Department run by the truest of conservatives, served on the DC Circuit judge and ruled consistently as a thinking conservative and somehow along the way he missed out on an understanding of all that is wrong with socialized medicine and an overpowering Federal Government ordering its citizens to buy certain things? I have met several of these conservative beltway DOJ attorneys and circuit court judges and trust me when I say they are the sharpest of the sharp at every level. If you are going to use Occams Razor you can't decide that there is a convenient void of ignorance in the otherwise broad intellect of the Chief Justice of the Supreme Court to explain your theory.
I totally disagree that the majority of the legal/judiciary universe, even on the conservative side, understand economics very well. I’ve never seen this demonstrated in 30 years of business dealing with judges and lawyers of all stripes and at all levels. Sorry, NON starter argument on your part.
Second, this idea that Roberts was ever the true Reagan conservative is again, a non starter, your second.
Third, it is known that Roberts is socially maliable, and very concerned with “fitting in” inside the beltway.
Fourth, you have ZIP ZERO NADA evidence, other than your own imagination, for the conspiracy theory. Now, I’ll grant you, it’s possible - but it is still merely a fantasy from a known facts standpoint.
You just cut yourself on Occams Razor.