Q: For the Goal Today’s Date/Day of the Month, does the date always have to be represented with two digits (i.e. with a leading 0 for the first nine days)?

A: Well, after consultation with Andy, our ruling is that no, you do not need a leading 0. This is a Goal whose conditions (at least for the first nine days of any given month, which is not the majority of the time, by any means) can be met with a single Keeper.