The famous Freedman name will be front and centre at Rosehill on Saturday, with brothers Michael, Richard and Anthony all represented in the Bisley Workwear Handicap (1100m).
The two-year-old event has ten acceptors, with the Freedman-trained runners wearing saddlecloths one, two and three.
Michael Freedman saddles Outspan, a Bivouac colt who finished strongly behind Magic Millions 2yo Classic contender Knightsbridge.
Richard Freedman, training with son Will, will debut Written In Munny, a Written Tycoon colt who impressed in a recent trial.
Anthony Freedman, alongside son Sam, runs a Pinatubo colt out of Calliope, a half-brother to star filly Tempted.
Written In Munny cost $360,000 as a yearling and comes from American listed winner Always In The Munny.
“We’ve all had a runner in the same race before, but I don’t think it’s happened with first starters,” Freedman said.
With rain forecast, conditions will be monitored closely.
“I think the weather will play a part on whether that actually takes place,” Freedman said.
“He’s a nice horse. He’s fast, he’s got speed.”
Thyme To Go is the favourite after finishing second to Knightsbridge on debut.