Thanks ShroudedLion for this context! You are correct, we want to release updates all at once.
And this is also because we want everyone's dateable to be visible every update. Imagine us updating your fave character, then waiting for 5 more updates before your fave character gets his update. It would be torture. So for fairness, we always do it like that. It basically comes from experience when I play ongoing VNs, I only like 1 character, but then I have to wait several months for when they get an update.
Though that does sacrifice time, like each update will take longer (especially this one due to both art, writing, and holy crap real life not giving me time to breathe), there is sufficient enough content to enjoy for every dateable. Also the game will have a rehaul after 1.0 with new UIs, new events on days, and additional dialogue. (Mostly fixing grammar stuff and programming stuff)