A piece of racing silverware that perpetuates the memory of his brother promises to be coveted like no other trophy Tommy Berry has won after O’Ole raced away with the Magic Millions 2YO Classic.

O'Ole, ridden by Tommy Berry for trainer Bjorn Baker, wins the Magic Millions 2YO Classic. (Photo: Magic Millions)

As the winning rider, Berry receives the Nathan Berry Trophy, named to honour the jockey who died in 2014, just months after claiming the 2YO Classic on Unencumbered.

Unencumbered’s victory was a breakthrough for Nathan in much the same way as it was for trainer Bjorn Baker who was gradually building numbers in his Sydney stable after arriving in Australia in 2011.

Eleven years later, and it was Baker who provided Berry with his third 2YO Classic success after the jockey had won on Karuta Queen in 2011 and Driefontein in 2012.

“It means so much,” Berry said.

“Since that day (in 2014), they’ve named the trophy after Nathan, it’s the Nathan Berry Trophy every year and I was sick of handing it out, I wanted to win it.”

Jumping from barrier three, the same gate Unencumbered had in 2014, O’Ole was given a precise ride after she was tucked in behind the leaders.

O’Ole ($12) responded instantly when Berry gave her more rein and she had the race won at the 200m before scoring a 1-1/2 victory over the favourite Memo ($4.80).

Gallo Nero ($6) was a half-length away third to complete a clean sweep of the placings for Sydney stables.

The Playwright finished fourth for Gai Waterhouse and Adrian Bott to snare a bulk of a $500,000 bonus under the Magic Millions women’s syndicate scheme.

“She wins the start every time by a length and she did that again today,” Berry said.

“I kept looking over and using her as much as I had to to get that one-one spot and she did the rest from there. She’s just a beautiful filly.”

The win also rekindled memories of Berry’s relationship with O’Ole’s sire, the Vinery Stud stallion Ole Kirk.

He rode Ole Kirk to win the race that established the then-colt as a future stallion when they combined in the 2020 Golden Rose at Rosehill.

“All the stars aligned today,” Berry said.

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But not everything went to plan for the O’Ole team with Baker a late arrival after a series of flight delays as Sydney experienced galeforce winds on Friday.

He just made it to the Gold Coast but didn’t arrive at the track in time to ensure O’Ole saluted in the silks of her ownership group.

Instead, she raced in the club’s colours and it was left to Baker’s close friend, bloodstock agent Jim Clarke, to sing O’Ole’s praises post-race.

“Bjorn's had a huge opinion of her from the start and this was always a long-term plan,” Clarke said.

“So to get her here and get her to deliver is an amazing result.”

From the Gilgai Farm draft, O’Ole cost $325,000 at the Magic Millions Gold Coast Yearling Sale.

“She was probably the filly in the Magic Millions sale last year that our whole team zeroed in on,” Clarke said.

“I probably didn't expect to be going there thinking I'd fall in love with an Ole Kirk out of a Sepoy mare and pay the sort of money that we did.

“But she had a phenomenal physique and every time we saw her, she just paraded perfectly and fortunately, she's done the same in her racing career so far.”

Baker said Nathan Berry was never far from his thoughts.

“I got very emotional, I was in the taxi thinking of Nathan, we miss him a lot,” he told Sky Thoroughbred Central.

“I just saw Tommy, gave him a big hug. (Nathan’s) a very special person and I think anybody that knew him misses him a lot.

“So, you know, racing's got a funny way of coming full circle.

“This win is not dissimilar in a lot of ways to Unencumbered’s. (Like him) from day dot she was a superstar. She drew gate three, she had Tommy Berry on and when Unencumbered won 11 years ago, we had Nathan Berry on."

Baker, whose stable continues to churn out winners at an extraordinary rate, was denied a rich double when his filly Arriving Home was beaten into third place behind Bosustow in the Magic Millions Guineas.

Under lights, Bosustow ($13), raced by a high-powered syndicate under the Rosemont Stud banner out of the Annabel Neasham and Rob Archibald stable, covered ground before holding off a late surge from Give Me Space ($9.50).

A son of Darley shuttler Blue Point and half-brother to the outstanding mare Amelia’s Jewel, Bosustow cost $900,000 as a yearling.

His stake earnings have now more than doubled that outlay to almost $2 million and Neasham said with an ounce of luck the colt’s record would have been much better going into the $3 million race.

“He's been a little bit of a bridesmaid, this horse,” Neasham said. “He was Group 1-placed up here (in Queensland) behind Broadsiding, and he was probably a bit unlucky not to win during Flemington (Cup) week.

“And he's always been there or thereabouts, and we knew he had a big one in him. So I'm just delighted to get that here tonight on a really special evening.”