Could bugs and things be avoided if to do the trial DW went through the checkout system rather than doing it as a button-click process that doesn't seem to go through checkout (at least on the user side) the way LJ has it?

Since DW already keeps track of payment history would it be possible to allow one payment of $0.00? :|a Hrm... I was thinking it could somehow be done like the money orders, but I guess you guys have to manually approve the paid time after you receive the money for it...