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Message: <blockquote data-quote="Stalker0" data-source="post: 6059769" data-attributes="member: 5889">As far as everyone rolling at once, the main reason is presentation. If everyone rolls at the same time, the group tends to succeed/fail together. If you do it sequentially, then it becomes a single person who finishes the challenge with a success or a failure.Math-Wise there isn't too much difference, so run the challenge the way you desire.To your second question, it really depends on the challenge. Some challenges make sense to do one obstacle at a time, others are better served with a big challenge that you chip away at.</blockquote>