Some lists

5 Living People I would most like to meet
• Bill Watterson
• J. D. Salinger
• His Holiness the Dalai Lama
• Bill Belicek
• Bill Clinton

Runners-Up
Darby Conley
Sacha Baron-Cohen

5 Deceased people I would most like to meet
• Edward Hardy (my grandfather)
• Jesus Christ
• Geoffrey Chaucer
• Albert Einstein
• Buddha

Runners-Up
Mohammed
Dwight Eisenhower

Person I would most like to play a game of fooseball against:
Living: Steve Nash
Deceased: Ted Williams
Runners-up: Willie Mays, Teddy Roosevelt, Brad Pitt

Person I'd most like to watch a game with:
Living: Tom Brady
Deceased: Jackie Robinson
Runners-up: Bill Simmons, Matt Damon, Yogi Berra

Person I'd most like to cross-examine:
Living: Jerry Falwell
Deceased: Pope Urban VII
Runners-up: Joe McCarthy, Bill O'Reilly, Joseph Smith

Person I'd most like to buy a beer:
Living: John Cleese
Deceased: Charles Darwin
Runners-up: Douglas Adams, Oscar Wilde, Gary Trudeau

Person I'd most like to ask a single question:
Living: Barack Obama (What are you willing to ask of the country and world to deal with climate change?)
Deceased: William Shakespeare (Did you really write it all?)
Runners-up: Amerlia Earhart (How'd you disappear?), Karl Marx (Knowing what you do now, how would your philosophy have changed?), John McCain (If you really believe that more bombing would have won Vietnam, do you believe that we could have killed enough Viet Cong to stabilize the country and that a military engagement with Russia was a viable strategy?)

Person I'd appoint King of the World:
Living: Nelson Mandela
Deceased: Thomas Jefferson
Runners-up: Mahatma Ghandi, Abe Lincoln, Al Gore

Person whose brain I'd most like to pick:
Living: Richard Dawkins
Deceased: Isaac Newton
Runners-up: Guy Pierce, Jason Varitek, Herman Melville, James Joyce

Person I'd choose as my chief of staff
Living: John Stewart
Deceased: Bobby Kennedy
Runners-up: Theo Epstein, Bill Maher, Catullus

Fictional character I'd most like to meet
Andy Dufrane
Runners-up: Rob Wilco, Yossarian, Tyler Durden

Note: after completing these lists, I realized that there are an inordinate ammount of "William"s on this list:
7 total Williams, not counting Willie Mays. 6 go by "Bill", however...