Let’s make it a little harder - you can’t list more than one person from a particular discipline (for instace, you can’t list more than one President, dictator, religous leader, etc.)
Thomas Jefferson, but not George Washington. Jefferson was well-read, thoughtful on a variety of subjects, and enjoyed company (even though he much preferred to listen to what his guests had to say rather than sharing much of his own opinion). Washington, while an able leader, doesn’t seem to have had much personality. From all accounts, he was a bit of a stick in the mud.
Michelangelo, but not Da Vinci. I want to sit and talk with the man that could produce the Pieta. Plus, I get the impression that he was a bit of a independent, free spirit.
The Buddah, but not Jesus. I’m sure Jesus was a pretty hip guy (I wish I could find a T-shirt with the Laughing Jesus on it), but I picture him as incredibly low key. The Buddah would probably be good for both conversation and laughs. Plus, I don’t think I’d like the dessert.
Chico Marx, but not Groucho Marx. Chico, from what I can gather, was a gas. Womanizer, gambler, man about town. Groucho, from what I can gather, was a prick.
My great grandfather, bu not my grandfather. I’ve talked to several relatives about my grandfather so I’ve got a good impression of him (good guy all around), but no one alive ever met my great grandfather.