He said the win was made a lot sweeter as he bought the Alamosa mare for Hewetson off bloodstockauctions.com.
"She was a birthday present for Gemma," he said.
"Gemma's very hands-on with her as well. She does eventing and a bit of jumping with her and we take her up Mrs Browne's hill. I'm sort of the name on the paper, Gemma is as much part of it as me."
Isdale said the win was the highlight of his racing career to date.
"It was unbelievable. It was better than riding my first winner as a jockey. It's a lot easier being a jockey. Being a trainer there is nowhere to hide, you are up every morning and you're just under a lot more scrutiny and pressure."
The Puahue couple also purchased several yearlings last year to break-in and bring through the system.
"We went out and put our bums on the line last year and we've got six yearlings ourselves.
They're two-year-olds now," he said.
"Two of them have raced and we've just had one that has been sold to Mick Kent in Melbourne." Isdale's introduction to training and the racing industry has been far from smooth sailing.
The former Australian jockey has had two major incidents in his life. One led him into a career as a jockey, while the other nearly took his life before his training career had even begun.
Raised in Camden, just outside of Sydney, Isdale was a star rugby league player who was good enough to have the NRL knocking on his door.
"I played rugby league as a child and played Australian school boys," he said.
"I was contracted to the Sydney Roosters, but I was just a little bit too small."
On rugby league legend Arthur Beetson's suggestion, Isdale joined the Australian army with the idea of returning to rugby league after he had grown.
"Unfortunately, when I was in the army I broke my pelvis," he said. "I was medically discharged."
This twist in fate led to a chance encounter with jockey Danny Beasley, whose mother was Isdale's nurse in hospital.
He suggested, due to his size, Isdale try his hand at becoming a jockey.
"I'd never ridden a horse. I said I was a little bit too heavy, but I watched a couple of races and thought I'd give it a go.
Isdale went on to win 44 races as an apprentice jockey in Australia before moving on to work as foreman for Darley under Peter Snowden.
"Working for Peter put me in good stead," he said. "I've used lots of things I've learned through Peter, like how to read a horse and simple things like just being patient with a horse."
Isdale then added some international flavour to his CV by spending time in Singapore as Bruce Marsh's assistant trainer before returning to Sydney to work for Chris Waller.
He then spent time at Godolphin before moving to Te Awamutu last year with his partner, daughter of local owner/trainer Shirley Hewetson, to set up his own training operation at Puahue.
"Gemma got a little homesick. I said if you're missing home we'll go, but I don't just want to ride track work. Maybe we'll look into training horses."
They moved across the Tasman last year, but were met with a life-threatening incident just two days into their new venture at Puahue.
Isdale was impaled by a piece of flying wood after a yearling he was breaking in ran through a fence.
"It went through my colon, bowel and small intestine and just missed my heart," he said.
"I was rushed to Waikato Hospital for emergency surgery and had a few operations after that while I was in hospital. I was in there for three months."
It has been a slow struggle for the Te Awamutu conditioner, who credits Hewetson with his recovery.
"I went from a strong person to not being able to walk," he said.
"I had to learn how to walk again properly. You don't realise how much you need your stomach. I couldn't shower, she had to do everything. She's my rock."
To show his thanks to the ward that saved his life last year, Isdale has made Ward 12 at Waikato hospital an unofficial owner of one of those racehorses, a Buffalo Man filly called Barbello.
"After I had my injury here I donate 10 per cent of her prizemoney to the ward I was in at Waikato. That's just to show my appreciation for them looking after me."
Isdale said he is really enjoying living in New Zealand, with the couple looking to stay in the country for the long-haul and grow their business.
"Being here now I don't think I'd ever move back to Australia. New Zealand is such a lovely country with lovely people. Where we live in Te Awamutu it is a semi-rural area where everybody is only out to help each other."
As for Gemma, she is loving being back 'home' in Te Awamutu.
"We've got six horses in work and it's just the two of us doing everything, so we take turns at the races - the win means a lot to both of us."