He never got the chance to win a Dubbo Gold Cup as a jockey but Kody Nestor will have a shot at the rich prize as a trainer on Sunday.
The hometown trainer has a strong team ready to contest Sunday's bumper showcase meeting.
He'll have eight horses in at Dubbo Turf Club with Mr Dumont to contest the main event, the $100,000 Gold Cup (1600m) feature.
This year marks the first edition of the cup since Racing NSW raised the prizemoney and it also marks the first time the rookie trainer will contest the hometown feature as a trainer.
"Home track victories are always the sweetest," Nestor said.
"We've got a live chance but I'm not going to be counting my chickens before they hatch.
"It would be a big thrill though."
Mr Dumont will contest the cup having scored two wins in two starts since joining with Nestor's stables but Sunday marks another step up.
The Gold Cup, like all the races on Sunday, has attracted a class field of country contenders.
There's a number of Dubbo hopes, with Mr Dumont to go up against Dar Lunn's Helstar, Brian Young's veteran Laugharne, and Any Blinkin' Day from the stables of Clint Lundholm.
Any Blinkin' Day won the Gold Cup in 2016, and that was one of a number of rides which evaded Nestor during his time as a jockey.
Nestor, despite plenty of success in the saddle, battled with his weight for much of his career and that was the reason he didn't ride Lundholm's hope that day.
"I couldn't ride the weight so I couldn't get on," Nestor said.
Weight was also the reason he couldn't ride Miss Alberta and Izababe during their Gold Cup-winning runs.
Nestor has now been in the training game for roughly two years and is already making a name for himself.
He comes into the Gold Cup meeting having won last months' Narromine Cup with Mr Dumont and the gelding will jump from barrier five with Anthony Cavallo in the saddle on Sunday.
It could provide Mr Dumont with a perfect run, with much of the speed expected to come from wide out.
"He should fall into the exact same place he did at Narromine and they might go a bit harder but that won't hurt him," Nestor said, his six-year-old stalking the leaders for much of the way last time out.
"I've wanted to keep him on the fresher side and he's trialled well and his work has been top notch and he's as good as I can get him.
"There'll be a fair bit of pace so hopefully he can sit back and then have the last crack at them."
Mr Dumont was second on the line of betting at $6.50 on Friday afternoon while the Brett Thompson-trained Sugar Dance was a $6 favourite after winning last weekend's Mudgee Mug.
There were five other hopes at single figure odds.
Nestor has seven other hopes in on the day and is out to continue a strong run of form which included his first city winner with Toulon Brook in a recent Highway event.
His chances on Sunday include veteran Kenny Succeed first-up in what shapes as a cracking Iron Jack Flying Handicap sprint feature, three in the Country Magic Class 2 Showcase Plate (1100m), and Fast Talking in the Class 3 Showcase Handicap.
The trainer said Fast Talking worked "enormous" earlier this week alongside Mr Dumont and heads into Sunday having scored victory at Wellington in his debut for Nestor earlier in the month.
Kenny Succeed is back from a slight tendon injury and a seven-month spell but Nestor has been hugely impressed by the way he's worked in the build-up to Sunday.
The nine-race meeting starts at 12.15pm on Sunday with the Gold Cup eighth on the card at 4.30pm.