He's regarded as one of the greatest riders to come out of New Zealand and on Saturday Lance O'Sullivan combined with Andrew Scott to train his first Sydney winner when Sir Charles Road outstayed his rivals to win the Gr.2 Chairman's Quality (2600m) at Randwick.

A year ago to the day O'Sullivan and Scott had their first Sydney runner when Summer Passage finished second in the ATC Sires Produce Stakes but a "10 out of 10" Blake Shinn ride delivered the stable a victory with Sir Charles Road in a driving finish.

A four-year-old son of Myboycharlie, Sir Charles Road outstayed the Hayes/Dabernig-trained Ventura Storm to win by a half-neck.

"It was a great team effort," O'Sullivan said. "What a super ride. It was 10 out of 10, unbelievable.

"After he ran particularly well in the Auckland Cup we said 'let's have a crack, we're not taking on the Australian sprinters'. He certainly showed he was up to having a go.

"He's one of those fast staying types that has a kick and keeps going. He can go on wet ground or firm ground, it sort of doesn't worry him at all.

"This was the first target, one step at a time but of course given what he did today, we're very keen to push on to the Sydney Cup now."

Sir Charles Road's Sydney Cup quote firmed from $31 into $10 following the victory. The stayer will drop from 56 to 50kg in the A$2 million handicap next weekend.

The Chairman's Quality win carried Sydney Cup ballot exmeption while Sir Charles Road cannot receive a weight penalty for the two-mile feature.