You're proposing immediate self-punishment solution to akrasia. Now where is the evidence that this particular method works for people in real world? Everyone seems to have their own pet theory, and their own pet solution, but they're all based on flimsy evidence, and persistence of akrasia in such akrasia-aware community as this one strongly suggests they're all wrong.
I'm accumulating evidence with beeminder.com and stickk.com has some evidence. I think this solution goes straight to the heart of what akrasia really is: a discrepancy between what you want to do and what you end up doing. If you have trouble following through on your intentions (and you're sure they were the right intentions, even in hindsight) then don't just intend, commit.
A year and a half ago I wrote a LessWrong post on anti-akrasia that generated some great discussion. Here's an extended version of that post: messymatters.com/akrasia
And here's an abstract:
The key to beating akrasia (i.e., procrastination, addiction, and other self-defeating behavior) is constraining your future self -- removing your ability to make decisions under the influence of immediate consequences. When a decision involves some consequences that are immediate and some that are distant, humans irrationally (no amount of future discounting can account for it) over-weight the immediate consequences. To be rational you need to make the decision at a time when all the consequences are distant. And to make your future self actually stick to that decision, you need to enter into a binding commitment. Ironically, you can do that by imposing an immediate penalty, by making the distant consequences immediate. Now your impulsive future self will make the decision with all the consequences immediate and presumably make the same decision as your dispassionate current self who makes the decision when all the consequences are distant. I argue that real-world commitment devices, even the popular stickK.com, don't fully achieve this and I introduce Beeminder as a tool that does.
(Also related is this LessWrong post from last month, though I disagree with the second half of it.)
My new claim is that akrasia is simply irrationality in the face of immediate consequences. It's not about willpower nor is it about a compromise between multiple selves. Your true self is the one that is deciding what to do when all the consequences are distant. To beat akrasia, make sure that's the self that's calling the shots.
And although I'm using the multiple selves / sub-agents terminology, I think it's really just a rhetorical device. There are not multiple selves in any real sense. It's just the one true you whose decision-making is sometimes distorted in the presence of immediate consequences, which act like a drug.