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Feat is Warcaster so i can use wepons. Why waste a feat on expertise when you can use rogues o.O?

Hey all, I finally have a chance to play! ( I DM quite a lot ). The campaign we are doing is a module for Waterdeep Heist and then going into Dungeon of the Mad Mage. So 1-20. Originally i wanted to be a conman rogue who is the face of the party but because everyone else is having high charisma...