Nick Kokonas

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"My wife and my younger son do the New York Times crossword puzzle every day. They do British cryptic crosswords that I can't remotely get to."

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"All lawyers, our side, their side, a couple people from Squarespace, and then the three of us basically."

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"I will say that they are incredibly smart, incredibly dedicated, fiercely independent of thought and high integrity."

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"Chicago should have the next Charlie Trotter. Trotter's was, I don't know, open 15 years at that point or whatever. He put Chicago on the map."

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"I knew the guys for years who did Sleep No More, and Sleep No More was a similar idea... And it also, like the first time I did it, it was like nothing I'd ever seen."

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"And so like Uber, when Uber did surge pricing, that is the dumbest way you could possibly name something... and they got in a lot of trouble for it."

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"And of course now you could see the Dwarkesh podcast and they've got the data center, this is public."

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"Elan Lee, who's a friend of yours who connected us, did Exploding Kittens. I actually play tested that at a thing called Foo Camp that was run at Google."

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"We were traders back in the 90s and we had this ridiculous short position on Plug Power, still a company weirdly."

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"I finally met a guy who was super geeky and he had like little HP calculators that had macros in it, like super cool, 48K in it kind of thing."

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"So, I bribed the union guys who did the work with cases of Jameson. For real."

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"I love Wilco. I love those guys. I met Jeff once in the loft in Chicago... he was like, I have to write like two or three songs every week because otherwise I won't have 12 good ones at the end of the year."

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"I'm going to pick on Michael Lewis here. Great writer, love his books... When he finally wrote about something I actually knew about, I went, 'Ah, this is all wrong.' Flash Boys is all..."

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"And that's what OpenTable was like in 2005. The software was dismal. They wanted to intermediate the relationship between the customer and the restaurant. That was their arbitrage."

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"We went to the Blaine show. And that version of it I didn't love."