Bob  Montgomery

Bob Montgomery


Robert Montgomery never “became” a racing fan. He was simply born one. “My father’s family has owned, trained, and driven Standard bred race horses for generations,” explained the 54-year-old from Ottawa, Ontario. “When I was 4 years old, I was jogging horses on my grandfather’s knees.”
He switched to betting Thoroughbreds many years later, when his sons were younger and he couldn’t get out to the track. That transition has worked out well for Montgomery: Last weekend he bested a field of 428 entries and won more than $230,000 at the Horse Player World Series at the Orleans in Las Vegas.
This wasn’t his first success in contests. Montgomery finished 2nd in the HPWS in 2012, and in 2016 he won Woodbine’s August tournament. Appropriately enough, his journey in the contest world began at the HPWS back in 2006.
Bob dedicated this win to his cousin Mike Montgomery who committed suicide on January 11, “He wasn’t a big horseplayer, but he would come with me to all the tournaments."