I go Bill Simmons. He knows MLB, NFL, NBA. He has a good cult following. He's friends with a bunch of people in the sports and entertainment industry. He's good on pop culture as well. Plus he LOVES to talk gambling.
White ASox announcer Harry Carray Hall of Fame broadcaster Harry Caray considered himself a man of the people, so he frequented bars instead of doing his drinking at home. It was fun, but it also was work: In the 1970s, Caray had incentives in his contract with the Chicago White Sox tied to attendance, so part of his partying was drumming up business to get folks to come out to Comiskey Park or watch on TV
