I'm a bit stuck and wondering if anyone can help. I'm on day 76 of my current playthrough, and I'm not sure if I've softlocked myself or just missed a bunch of content.
I've gone on all the "dates" I've triggered myself, including the ones with the bot. I played bowling with Melissa and experienced some events after the city riot. However, I've only found 2 out of 20 endings, and I only know how to trigger about 3 more.
I'm also having trouble triggering the BigDaddyHurts story. I've followed the instructions: stream, wait, and go for a walk around 2:00 AM. I've tried this after the riot, and I've made sure to see his messages in the chat about going for a walk at 2:00 AM. But nothing happens.

Am I missing something obvious?

All the  endings in this game is game over, so try to kill yourself more often to unlock the most. However the 5 new endings is actually from the new storyline that only unlocked if you completed the revolution task and also met BDH. Only then you'll get the link to the organisation site via mail.