Del Mar, CA--This spring, Irish trainer Michael O'Callaghan decided to roll the dice. Betting on his own past successes at the breeze-up sales, O'Callaghan and his investors doubled down on prospects they predicted could get them to the winner's circle and land lucrative overseas sales. That gamble has taken them all the way from The Curragh to Southern California for the Breeders' Cup, with Twilight Jet (GB) (Twilight Son {GB}) lining up in Friday's GII Juvenile Turf Sprint for O'Callaghan and new part-owner Michael Iavarone. At £210,000, Twilight Jet was...