there is a grind, no doubt, but never so much as to need to grind through even close to 100 days without being able to trigger something. the wiki guide is largely unnecessary, especially if you just use the progress mod that is linked on the 1st page. with that, it's as simple as pressing 'n' on your keyboard to bring up a list of where you need to go and when to trigger a character's next event.
that combined with the knowledge that in general, everyone's events are unlocked in intervals of 5 affection points provides a much less grindy experience. there's literally hundreds of events thus far and there's never an instance where the next one is that far out of reach. so that makes me think that there might be something corrupted in your game or something. being in chapter 1 still, you're at least a dozen hours of events away from even being close to the new update's content