It’s actually not a bad idea!

The only thing I would change is the $1 lost as a punishment.
From what i’ve understood, the user would pay you 1$ when they fail at disciplining themselves? A user should never pay as a punishment, but because he is happy of the service provided by your app.

The idea in itself is very simple and powerful, i’m sure you can find better business model than this one (the recommendations are a start for example).

I would sum it up as this : encourage more than you punish ;-).

By the way I’ve sent you a Facebook message request to tell you about something that might interest you.

Until then, o zi vesela!