> I mull over ending up on the Toll Road of Disallowed Loopholes.<
Me too, especially when our rulers play fast and loose with
ex post facto. I have always discounted the conventional
wisdom that one ought to take a greedy (read naive) approach
and put as much wealth as possible into retirement accounts.
What Congress gives, Congress can take away--even the Roth
covenant could come crashing down on our heads. If you book
the gain and pay the tax the profit is safe, short of a direct
levy on capital, an end times scenario of constitutional heft.