jgsugden
Legend
Whatever path you take to get to this idea, the most essential step will be to talk with your DM. I've played with a lot of DMs. Many of them would not allow a player to influence NPCs in a meaningful manner with words alone.
For example, the PCs are sent to negotiate with an enemy army's leader. The party rogue, with a 20 charisma, +5 proficiency bonus and expertise in persuasion sits down at the table and cracks an opening joke to relax the mood and get the enemy leader to cooperate with a reasonable end to violence. He rolls a 20 on his persuasion roll. That is a 35 persuasion. That is 5 beyond the DC for something that is nearly impossible. However, the bad guy had been planning to launch a surprise attack and murder the PCs as soon as they lower their guard.
What a DM does at that point is a very subject to interpretation. One DM might decide that the bad guy leader delays the attack a bit to hear more. Another might decide the bad guy leader changes his mind and negotiates in good faith. Another might decide that he feels guilty when he gives the order to attack, but nothing more. If you want the silver tongue to be impactful, make sure you know how a DM would handle certain things. Give him a few hypotheticals and ask how he would handle them.
For example, the PCs are sent to negotiate with an enemy army's leader. The party rogue, with a 20 charisma, +5 proficiency bonus and expertise in persuasion sits down at the table and cracks an opening joke to relax the mood and get the enemy leader to cooperate with a reasonable end to violence. He rolls a 20 on his persuasion roll. That is a 35 persuasion. That is 5 beyond the DC for something that is nearly impossible. However, the bad guy had been planning to launch a surprise attack and murder the PCs as soon as they lower their guard.
What a DM does at that point is a very subject to interpretation. One DM might decide that the bad guy leader delays the attack a bit to hear more. Another might decide the bad guy leader changes his mind and negotiates in good faith. Another might decide that he feels guilty when he gives the order to attack, but nothing more. If you want the silver tongue to be impactful, make sure you know how a DM would handle certain things. Give him a few hypotheticals and ask how he would handle them.