Times Up showed great reserves of courage to secure back-to-back renewals of the Speedy Services Doncaster Cup on Town Moor.
Now in the care of Ed Dunlop after the trainer's father John retired, the 3-1 shot was settled towards the rear of the field by Ryan Moore but entered the fray surprisingly early.
Times Up passed Hi Jinx with a couple of furlongs to go, but James Fanshawe's 2-1 favourite would not go away and fought him all the way to the line to finish a length and a quarter behind.
Dunlop said: "I've won bigger races but this means a lot. Having done very little right to get him winning again, I'm very chuffed.
"My father did so well with him - he was his last big winner. He pushed and pushed for me to get the horse and the owners have been kind and supportive and understanding when things have not gone well.
"He had a bad infection in the spring. We thought we were over it but he didn't run well at Sandown and then he pulled too hard in the Gold Cup. He's a wonderful horse and has been working very well, but we were worried about the ground.
"There aren't too many races left. He'll probably go to Ascot (for the Qipco British Champions Long Distance Cup) and he's in the Cadran (at Longchamp).
"I wanted to take him to the Melbourne Cup but he hadn't done enough and it's expensive to go. There is another stage but I doubt they will change their mind. He'll stay in training next year, hopefully, and we can come back next year."
High Jinx's trainer James Fanshawe said: "Hopefully he'll improve for that and he'll probably go to the Cadran (at Longchamp). We've not run him this summer because of the ground. We've been disciplined."
