Hearts of Stone Issues

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I started a NG+ about a month ago when I purchased the DLC and just got around to being the level to actually begin the new content. So far I've run into nothing but problems with every quest I've started being bugged. First off, there's no pickax that has spawned around the merchant, and the first part of what I'm assuming is a chain has come to a screeching halt due to the fact that the chest I've looted contains nothing to further the quest. Does anyone have a solution to these issues or am I dead in the water?

submitted by Lament488
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Hearts of Stone Issues