Talk:Widenyo:Game Mechanics/@comment-26214482-20170128194838/@comment-27031093-20170128210436

Once you clear every dungeon you're able to start a "new cycle" and replay them all again. Your placement in the cave and character levels stay the same, all that changes is that you can replay previously cleared dungeons.

As far as I know the item drops are totally randomized, save for the hardest dungeons (like the Mad King fight) consistently giving out pretty good rewards. There are certain really powerful items that you're only able to get one copy of, but their description will always tell you if that's the case.

As far as I can tell, there's no reason to not try to beat every dungeon as quickly as you can.