Or in Gulgong trainer James (Percy) Thompson's case, keep trying and eventually you will hit the jackpot.

Well, 938 days after Jayboy ran in his first race at Gulgong, the eight-year-old has broken through for his maiden win.

In his 70th start, the High Rolling x Miss Gilliland gelding won on Sunday at Gilgandra.

Jayboy was a $12 outsider to win the first race of the program - the 2013 Len Kelly Memorial Maiden Handicap (1300m).

However, he upstaged the five other starters to win by two-and-a-half lengths, and in a time of one minute and 19.23 seconds.

Although the bookies, punters and some of the racing experts did not think Jayboy had a hope in winning, Thompson, on the other hand, knew his galloper would do it.

"Last start at Warren he missed the start by 10 lengths and finished three lengths from second place," Thompson said.

"When I was getting him [out of the stables for the race] he was jumping out of his skin and I thought he would win.

"I was very confident he was going to win."

With jockey Joe Saiki on board, Thompson gave him clear instructions.

"I just said 'make sure he was first past the post. Keep him up the front'."

Saiki did just that and Jayboy led the field for the entire race.

Thompson said he got a thrill at winning on Gilgandra Cup day.

"It was a big crowd out there.

"It's important to keep these small clubs going.

"It's important to hold races at these clubs because they are the backbone of racing."

There wasn't any other success for Mudgee district trainers.

Mudgee trainers Max Crockett and Brett Thompson had runners who finished just outside the top three.