Nice guys do finish first. In fact, Jeff Gregory has now done it 6,000 times sitting behind Standardbred racehorses. Known as one of the nicest and most cordial to ever put a foot on a racetrack, the 43-year-old Gregory won with Montana Steel in the third race at Freehold Raceway on Wednesday afternoon, in the process racking up his 6,000th lifetime victory. Ironically, Gregory drove his 5,000th winner for trainer Richard Norman, who is the trainer of Montana Steel.
The Saratoga born and Western New York raised horseman gleefully said that winning this many races was truly a thrill.
"I have been driving horses professionally for 25 years and since graduating high school this is all I ever wanted to do," he said. "I drove horses for my father Gary at Batavia and Buffalo when I was starting out and in fact, my father still trains in western New York. I know he is proud of me and I am thankful to him.”
Gregory drove from 1989 to 1999 between Vernon Downs, Freehold Raceway and Pompano Park.
He met his wife Helene in Florida and married her nine years ago.
His most memorable moment is when he steered Jalopy to victory in the 2005 Hambletonian Oaks for trainer Jonas Czernyson.
Gregory drives both day and night but added, “it was a lot easier when I was younger.” (Freehold)
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