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Message: <blockquote data-quote="airwalkrr" data-source="post: 3327453" data-attributes="member: 12460">Sure, you could keep rolling Hide checks until your buddy cannot see you, but in the case you described above, there is no way for your character to know the difference between rolling a 1 and a 20. Consequently, the first time you try to Hide, you suceed regardless of what you roll, so your friend is unable to offer constructive feedback. Hence you can't take 20 in this situation since you simply do not know.The take 20 rules ASSUME you fail multiple times before succeeding, but that doesn't mean you actually do fail multiple times. But the way I interpret take 20, it also means you just keep trying until you succeed, at which point you stop. Why keep trying after that? So if you succeed on your +25 Hide check the first time against someone with Spot +2, you simply discover that taking 20 is unnecessary.Now in the case where you have +10 to Hide and your buddy has +10 to Spot, he is able to offer more constructive feedback. But even then, to accurately simulate taking 20, you would need to Hide 20 times AND he would need to try to take 20 spotting you each time in order to maximize your Hide check. That seems just a little silly so I prefer to rule that you just can't take 20 on Hide.</blockquote>