My first thought was Lloyd Ruby, Eddie Sachs, and Tony Kanaan, with the thought that one of them would have to win the 500. If we're going with current IndyCar drivers, I'm going to say TK, Wheldon or Rahal, and possibly Tomas Scheckter. It'd be great to bring in Ed Carpenter for the oval portion. If we're going with a developmental driver, I'm picking de Silvestro or Baguette.
What if you can only go with one? I'd want someone great on ovals and twisties alike, and there's plenty of great veteran choices, from Paul Tracy to Ryan Hunter-Reay. But I still have faith in Tony Kanaan to get it done, given a decent car and a good team.
Let's not go into Indy Lights, or we'll be here all day.
Hey, it's the offseason. We need to keep ourselves sane through some sort of activity.
Honestly, though, it's fine to pick any one of countless driver combos for this. If I'm working on a fantasy driving team, though, I'd want to make sure I had the right people behind the scenes making it all happen. There are many drivers close to each other in talent level; the crew chief, crew, and owner can make all the difference, of course, as we see every week during the IndyCar season.