Ultimately it comes down to how much content I can make in a month. We've had many updates that had new content for multiple routes already, but for the end of Day 2 it made sense to focus on one character at the time.
So far the development is going quite smoothly, as long as there's sufficient funding for it it will be continued. Right now, with 2 days out of 5 written and the game being almost halfway done, I don't see the possibility of it not being finished.