I believe they have listened to feedback on this before and reduced the conversation dice-rolling in a previous patch, replacing it with more conversation options. I hope that they will revisit some of these situations of having to roll 3 times in one conversation (which IS frustrating!) and do the same. I do see where dice rolling is important in some conversations, but asking us to roll 3 times with increasing difficulty is just going to cause people to reload and reload a save until they get what they wanted their character to do.