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It did not reset everything tho. First, The new save doesn't have the old headmaster quest, but I didn't care that much about it. Then there is my main problem, in order for me to progress further I would need to finish two staff quests. I have finished Sally's quest and now I am left with Ruth's. However, I have talk to Ruth and I am already left with no conversation option, yet the quest didn't update. Because of this, I cannot gather information to blackmail her. 

I have added your discord and I will be asking questions there since our conversation does have some spoilers. my username is USVY in discord.