Shepherdson has held a trainers' licence for around 10 years, although for a time he was the stable foreman for Tony McEvoy at Flemington.
Going back out on his own in 2024, Shepherdson had to wait until May 16 for Ghetto Supastar to supply the now Geelong-based horseman with his first Melbourne metropolitan win at Flemington, despite the trainer being a six-time metropolitan winner in Adelaide.
Ghetto Supastar was back in the winners' enclosure, again at Flemington on Saturday, when he took out the Flemington Community Plate (2000m).
Ridden by Neil Farley, Ghetto Supastar ($41) scored a three-quarter length win from Star Of India ($31) with Zahrann ($4.60) a half-neck away third.
"We got good confidence from his win last start here," Shepherdson said.
"He's a big horse, he likes Flemington and I know it's a benchmark 100 by name, but he gets in well on the minimum.
"He enjoys the trip where he can flow and finish off.
"Neil has really clicked with him, and I think getting on the big, flat track, he can go through his gears."