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I'm in Hard Mode doing the offline quests. I got to a point where no more quests will appear, after doing only about 3/4ths of the quests. After looking it up, it appears I have to kill de rol lee to get the other quests. So i did an offline caves run, and ... nothing.... I don't get anymore quests. How do I get the rest to open up....

Looks like you've done all the caves quests. You have to unlock mines by talking to the Principal, then the mines ones will appear. Hope that helped.

Yea to get the caves quests, you complete forest and unlock caves. Same rules apply to the mines and ruins.

well with ruins you also have to hit the pillars

Yeah, it's annoying when you forget that little detail...