What ruins it
Bad stuff happens to him for completely unbelievable reasons.
If you're desperate to get out of town and you scrape together all your remaining cash to get a precious bus ticket that is going to be your only way out, what does anyone do? They put it into an inside pocket for safekeeping, of course. But here Bobby carries it around in his hand where any puff of wind can blow it away. Totally nonsensical and this is just one example.