The remainder of his training career will go as far as he and Jittery Jack take each other.

But if the seven-year-old gelding's victory at Flemington on Saturday is any guide, there should be some more great times ahead.

The son of Desert King, an $20 chance, caused a massive boilover in producing a career-best win in a 1410m benchmark 70 at racing headquarters.

It was Matheson's first Flemington win from four attempts in a training career that spans 36 years.

"It was a huge thrill, not only was it our first Flemington winner, it was our first Saturday (city) winner," he said.

"It's only the fourth horse I've taken to Flemington; two of them were hurdlers and the other was another flat runner.

"The last one I took to Flemington was (Jittery Jack's) half-brother and he's been retired for quite a few years.

"We thought he'd finish in the first five, but we didn't think he'd win like that.

"I was a bit worried when he went to the front for a stride or two, but then I realised he got there quite comfortably.

"I knew he wouldn't stop, he's that type of horse who keeps ongoing.

"Even when he's working he's hard to pull up after a gallop and during a race jockeys say he's often hard to pull up."

Matheson was full of praise for young rider Liam Riordan, whose front-running victory landed him a double on Saturday, following his earlier success on Coming Around, for Sutton Grange trainer Brent Stanley.

"He used his initiative, I didn't tell him how to ride him, I didn't know where the horse would end up jumping (from barrier 12)," he said.

"I thought he rode him very well."

Matheson has only ever trained a couple of horses at a time, and since 2016, his stable has comprised of just one, Jittery Jack.

He freely concedes the lightly-raced gelding will definitely be his last.

It might well be the end of an era in Kerang racing too, with Jittery Jack the only horse still trained on the central Victorian course.

"There's a couple of out-of-towners, who have their own properties, but don't come into the track these days," he said.

"I'm the last one there and he's my last horse, unfortunately.

"We just can't get trackwork riders up here - I won't work my horses off joggers or off the side of a car, I like them to be ridden every day.

"My trackwork rider, Wayne Neville, is 68-years-old and he's not going to go on forever. I'm lucky he's doing it for me.

"There are no track riders up here, there's just not enough trainers and we probably don't have the facilities. Bendigo has a couple of different tracks, we only have the two, the sand track and the race day track.

"And there's no walking machine, the walking machine is a manual one .... take him for a walk yourself," he laughed.

While Jittery Jack is destined to be the last horse he trains, Matheson is confident his swansong is still a ways off, with plans afoot to tackle a benchmark 78 in a fortnight's time.

"He's seven-year-old, but could well go until he's nine-year-old - the half-brother did," he said.

"I'm hoping he can go on a while. These days you can go back to your (benchmark) 58s and that sort of thing.

"He's only had the 21 starts (for five wins and six placings).

"At the moment we're just enjoying things and having a good time with him."

Matheson - the father of Eaglehawk senior football coach Travis Matheson - rated Jittery Jack's win as one of the finest of his training career and definitely one of the most memorable as racing in Victorian continues without crowds.

"I had one horse (Stoic Jester) that won 13 races for me, one in town at Moonee Valley at a night meeting - the former Bendigo jockey Darryn Yates rode him to all 13 wins," he said.

"He won at Bendigo, Seymour, Ballarat and all the major country tracks in-between.

"He's pretty much up there, but for Jittery Jack to win at Flemington maybe that puts him up a notch I'd think.

"One thing about the trip the Flemington was there wasn't much traffic on the road coming back, but unfortunately there was nowhere to go (to celebrate) when we got home."

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