In addition to prices (which won't matter by end-game), the higher your Charisma, the more settlers you can have. (A settlement is capped at Charisma+10).
Also, if you want to guarantee success on a Red-grade speech check every time, your Charisma needs to be 11. (10 will still fail 14% of the time.)
If there IS a cap, no one seems to have hit it yet. I thought it might be 20, but someone tested that for me and managed to hit ~23, so that evidentially is not the case. Who knows how high you can truly go? You'll get diminishing returns on caps I imagine, and persuasion stop improving at 11, but you can flood settlements with nameless clones.
Is 11 guarantee for speech checks even if option is red?
This is interesting, an nice hat and clothes, fashionable glasses and a beer gives an +5, You need 6 charisma for local leader anyway so this is pretty trivial.
21 is an decent amount of people at an settlement anyway. Nice with lots of people at main base but hardly see the reason for +20 anywhere else except role play.
say 2-3 farmers, one for the trade network one for scavenging and one for artillery.