The Cranbourne-born and raised jockey turned trainer knows what it takes to ride on the coattails of risk. For every win, every victory, there’s the possibility of a fall. And he’s had plenty of those, alongside the racing veterans that have spent their lives on the track. It makes sense, really: horse racing is a gamble, in its truest form. But despite having tasted the turf many a time, nothing prepared Robbie for August 2019.