It was always really fun. It's particularly fun to play with people you know well as you can steal some of their favourite picks. Amongst my friend group Bill Murray was usually the number-one pick.
Neil deGrasse Tyson is interesting, but I listen to a lot of podcasts including his, and I think he is full of rehearsed platitudes.
Among all of them I actually think Ezra Klein would be the best person to actually sit down with if you are interested to truly learning something or better understanding whatever it is you're talk about, even if you go in as the greater expert, he will ask such great questions that it will draw out your understanding.
And if you want your ego stoked, feel great about yourself, I think Steve Levitt might be the best, as long as you has something remotely interesting to talk about, I get the sense that if you interest him, he will let you talk about yourself all day and genuinely listen.
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If being alive isn't a prerequisite, Johnny Cash would have been fascinating ... lots of great stories to tell for sure. Lemmy Kilmister too, but with him, it would have been sharing a bottle of whiskey instead of having dinner.
Funny you should say that. I was thinking Siddhartha Gautama (aka the Buddha) but I suspect I wouldn't get much out of him and it would be a pretty quiet lunch.
So, Carl Sagan.
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The of and to a in is I that it for you was with on as have but be they
He's taken a lot of heat lately for obvious reasons but outside the arena, he's an incredibly insightful, funny and kind person. It's a great realistic pick.