Tyler Conner

When Penn National shut down for a one-month planned break Sept. 23, Tyler Conner, the track's third-leading rider this year in both wins and earnings, wasn't sure what he'd do to keep his income flowing. Yet the 30-year-old jockey, who is soft-spoken but highly driven, managed to build enough out-of-town business to the point where he has just completed a demanding six-day run of riding at six different tracks in the Northeast and Canada. His whirlwind tour included more than 1,800 miles of driving, nearly all of which he accomplished...