Paul Farquhar
Legend
Since D&D is a combat game first and second (and third) just having a great Charisma score gets you a very long way in out-of-combat challenges.
Expertise gets you further. The most you can expect (excluding magic items) from a high charisma is +5. Expertise gives you +4 up to +12. Purple Dragon Knights get expertise in Persuasion. Swashbucklers are quite likely to have it. Bards can get it. Paladins and Battlemasters? Sorry chumps (outside of human racial feat from Xanthar's).