SImmons has a lot of great attributes--he's funny, seems to be a great boss, has consistently been betting right on the future of media, and knows what's popular with a certain demographic that's pretty much all of us-- but it's very hard for me to see curiosity as one of them.
Many of us have been reading him for twenty years--where is he branching off into new and exciting things? I'm willing to be wrong on this but has he ever shown interest in a movie made before 1970 of made outside of the US? What is the evidence of his curiosity? He did get into international football for a bit a decade or so ago but he's abandoned that. He can have pretty much anyone as a guest and who does he spend the most time with nowadays? Russillo, a 45 year old white hoops fan from Mass, a guy whose media persona is, I think, an edgy Bill Simmons, not the Bill Simmons from the PG-13 movie who you're really hoping makes it happen, but the Bill Simmons from the rated R movie, you know, the guy you're not sure whether or not you like yet.
Frankly the most intersting thing about him may be that someone who is so profoundly lacking in curiosity can surround himself with so many different talent people with a wide variety of interests.