Detective has had to work a little harder than planned to win his maiden but has come away from Wyong victorious.
Co-trainer Peter Snowden said he and his son Paul had hoped to give the colt a confidence booster at Sunday's provincial meeting.
Although only five went to the gates, Detective ($2.70) had to fight to beat Godolphin's Drachenfels ($2.20 fav) by a head with pair clearing away from the others in the 1350m-race.
Detective went to Wyong with the best form in the race with his four seconds from five starts including the Group Two VRC Sires' Produce Stakes in the autumn.
"He has been the bridesmaid too many times," Peter Snowden told Sky Thoroughbred Central.
"The second horse had a good crack at him four or five times down the straight.
"It wasn't an easybeat race."
The Joe Pride-trained Kanji also had to battle in a small Wyong Cup Prelude field but made his way back to winning form, beating Crossing Guard by a short head.
"That's what we wanted to see," Pride said.
"He has been racing over unsuitable short trips and he was back up to 2100 metres."
G2 - The Sky Bet Supreme Trial Novices' Hurdle Race (class 1)
G2 - The Stanjames.com Champion Hurdle Trial (class 1)
G2 - The Peter Marsh Steeple Chase (a Limited Handicap)
G2 - The Altcar Novices' Steeple Chase (class 1)
G2 - The Olbg.com Mares' Hurdle Race (class 1)