Bravo. This was absolutely fascinating. Sanction.
I use Quicken myself, and I try to follow the financial guidelines and advice of gurus (where applicable.) But this idea of yours, to truly engage in spiritual (Objectivist) economic management at the micro level using your financial software*, is fantastic. (I haven't read any of Suze Orman's books, but from what I know of her, she throws in a little pop psychology with her practical financial advice, designed to help people understand why they make the decisions they make, and so forth. But Orman, to my knowledge, is no Objectivist, so naturally, I'm more interested in your ideas.)
Creating categories within Quicken such as "investor", "producer", and "benefactor" (lol!) was a stroke of genius! If watching where your money goes through those filters doesn't provide a wake up call, then nothing ever can! :-)
It is no secret that many self-identified Objectvists intellectually embrace the philosophy wholeheartedly, but haven't fully integrated it into many aspects of their real, daily lives. (I know I certainly fall short in some areas.)
Thank you, Luke, for reminding us once again that Objectivism ain't just for arguing on message boards.
I look forward to your completed book.
*(regarding the financial software: as I stated, I do happen to use Quicken myself, but I have to believe that these ideas you've presented would work just as well with MS Money or whatever software someone is using, no?