Simply put there are no critical failures or successes on skill rolls per the normal rules of 5E. There are no critical successes or failures aside from attack rolls. If you have a -2 int mod and you are looking to solve an Arcana task with a DC of 20. You cannot succeed, if you are a rogue and you have a +15 stealth mod and you roll a 1 for a total of 16, that monster looking for one that has no mod to his perception need to roll a 17 to see you. A task has a set DC if that DC is out of your range you will not be able to do that task, sorry. I hope this makes sense. If not I can expand on it some But all tasks have a set DC if you don't beat the DC, sadly it is a failure. Skill Difficulty Class Very Easy 5 Easy 10 Medium 15 Hard 20 Very Hard 25 Nearly Impossible 30