The plan is Day 5-X, then Day 5-X. The prologue is the shared section before route selection which will have little branches but will always meet at the same place. As much as I'd love to do every character's route at the same time it's simply not feasible given our current update schedule.
Interesting. I will admit that the one character route at a time method is my preference. It is, however, a double edged sword. If you do nothing but Quinn's route until it is done for instance, you lose the interest of those that don't like Quinn very much. On the other hand, those who like Quinn would be very happy about it.
Just something to think about.