Con Artists?

[I'm A Banana]

Yeah, I'd say Mastermind covers this space pretty well, especially with the Charlatan background. Any details that it misses that you're looking for?

 

[Skyscraper]

What happens when a charlatan rogue really dedicates a whole life to the art of the confidence game?

Answer: you're now in another gaming system

D&D is a good heroic RPG for battling monsters and taking their loot. It is (IMO) a poor system for deep social interaction or complex mind games. You can explore this avenue, but I don't think the system will support satisfying solutions for you.

 

[Shaghayegh]

I will look up the mastermind, it sounds close to what I want...