Admit it. You'll be surprised if he doesn't win.
Of course, you'd also be surprised if he didn't win any competition he might enter, including the NFL Quarterback Challenge, the NBA three-point contest, the revival of seventies game show "Superstars" on ABC, and the 2014 Minnesota gubernatorial election.
His coach at Cretin-Derham Hall, Jim O'Neill, will be his designated pitcher during the Derby, which I think we can all agree is too adorable for words.
[This news via Joe C.'s Twitter feed, at least that's how I got it, and I'm not sure how I feel about that]
Line of the night, from DavidRF in the comments: "He’ll probably lay a perfect bunt down the third base line on the first pitch… just to keep the wall honest."