Dungeons and Dragons

The Bard player still has to say the right things in the first place to make the check at all, there is not guarantee they will do that. But if they do... LET THEM this is literally their characters big thing! Why not let them do that specific thing? It feels backwards to me to have a "Well this fight has a conversation skill option but I am not going to let the character that has conversation skills participate".

IMO the rolls are not the interesting part of this, the party figuring out how they can get bad the guy to change their mind is.

I dont understand the Min Roll 10 comment.

Other than that, this seems like a chance for your bard to shine! Perhaps they should get the limelight for this one? I’d adjust the DCs with the bard in mind but maybe play up the fact they can only try this because the rest of the party is doing their job in the fight by beating the boss down, etc. ?

So I just went and checked out the specifics of this battle, and the key phrase is “speak with empathy and compassion”. If the player doesn’t approach the character in question with actual “empathy and compassion”, then they don’t get to make the persuasion check.

If your party actually figures out that someone needs to talk to this guy, and HOW they need to talk to him, then it’s perfectly fine that they automatically succeed on the roll, as long as they let the most eloquent person in the group do the talking.

I imagine most parties will go into default “boss battle” mode and not try diplomacy at all. If you want a party to stop shooting, smiting, and casting, and instead start talking about feelings, in the middle of a boss fight, that’s going to probably take some pretty big hints by you that it’s even a possibility. If they figure it out, then they deserve to win that way.