Apologies but I don't use discord, although I'll try to describe the issue a final time.
1. The 'No need for a rebellion' quest activates by interacting with jeff in the hall at evening
2. On completing it you need to ask sara for the portrait, after you get the portrait and done with the quest you unlock other upcoming quests as well
3. Now, here it just loops back to the 1st step, the guide just says to ask jeff in the hall in the evening, here is where I'm facing problems progressing ahead.
As you said for Eliza quest to activate you need to be in hall during the day, but it didn't activate for me. I've completed the previous steps in the quest but its just bringing it back to the start of the quest. I did a fresh download, put the maps.rpyc file and started a new save as well. Since you said its working fine for everyone else then I'll just wait for the next update.
Sorry if this got too annoying or something, its a great game, looking forward to the main story.