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I've tried the  "med"   Quest setting before----got crazy stuff like  "Mythic leather"    (still no idea where to even buy/mine the stuff!)      or large amounts of Obsedian.    Oh,   tried "solo"   just for kicks---not much difference------as mentioned most BAD luck is with Quests    (1st 21 days)  
Having the option to *CANCEL*   (& get a different  one) might help a LOT on same cases.     [like "Dungeon clear"   to start instead of Wolves   (can't rem quest name)  or items that you need Upgrades for that you don't have (& can't find to buy) }

"Guild Quest" #?        It's actually backwards-----by the time I get to 1,000+,     [past D28]  they don't matter anymore;   (strong enough to fight/have enough upgrades etc)  More about facing the Lich    (bypassed him b4 but just doesn't seem right to go ----& not fight    ;-)   ]
Might also help if Quests didn't EXPIRE so soon!    (like "Dungeon clear" at very beginning----heal/earn gold buy potions  etc )