Ok, so sometimes your research won't turn into some brand new, shiny strategy. Today's research negated my plan to pay my 2012 taxes using a debit card to earn miles. Instead, after a lot of research, I found that debit cards with rewards are essentially obsolete. The few cards (I found three) that offer miles, rewards, or cash back have such high annual fees that they make the rewards inconsequential. I could provide you with all the links, but trust me, as of today you won't find a debit card worth the trouble.
So, my tax plan won't work unless I want to try the bluebird / vanilla reload plan but I'm not yet sold on that concept yet either.
It's a bust. Not as much fun, but even ruling out a concept is progress on the journey to master the art of travel hacking!