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Message: <blockquote data-quote="AbdulAlhazred" data-source="post: 5275854" data-attributes="member: 82106">There are plenty of times when a prepared skill challenge works well. Tallying failures also works well in many cases. For example sailing your ship to a foreign port. Each failure results in delay and damage to the ship, 3 failures could mean fighting pirates and possibly not arriving at all, or losing money on ship repairs, delay causing complication at the other end, etc. This is perfect for a high complexity challenge using the rules pretty much straight out of the DMG.As I and others have said before, the challenge needs a narrative and progress, thus conditions change and different skills come to the fore. You can't win by just having one or two characters spam their best skill. Give it a level +5 or even 7 and it will be challenging enough.</blockquote>