JH: Yes, this was my idea. I thought it would be cool to get a sports figure in their own vehicle and ask them questions about politics, relationships, whatever comes to mind. I didn’t want a Q&A where I just asked them about their sport or their statistics. I was thinking of something like Craig Kilborn’s 5 Questions — something funny, off-the-wall, with a hint of the ridiculous. I wanted to bring a sense of humor to it, and in turn bring out the real personality of sports stars. Even though sports writers are with athletes a lot, most of us don’t know them that well or what makes them tick. This was a good platform because it put us on their turf. Besides, most athletes are obsessed with their cars and love showing them off.
As for my dream “ride along,” I’d have to pick Oprah Winfrey. She’s the most brilliant woman of my generation. I’d really like to ask her about her stance on hip-hop, why she never had children on her own, if she could ever be convinced to run for president, and what it’s like to be so rich that you could literally set a million dollars on fire and not miss it. Now if I could pick someone who is deceased, it would either be Frank Sinatra or Zora Neale Hurston, my favorite author of all time. Although, I’m not sure if most of Frank’s answers could be printed.