all in Gambling

The Longines Kentucky Oaks and Kentucky Derby Presented by Woodford Reserve headline two of the best horse racing betting days of the year. In total, there are 27 races across Friday and Saturday at Churchill Downs. Here, we’ll give you some prices you’ll want to consider.

The appeal of betting on horse racing, for me at least, is summed up in the axiom, “bet a little to win a lot.” That requires finding longshots worthy of making a win bet on and also structuring what are called “exotic bets” such as the exacta and trifecta to ensure a hefty payout.

The amount of pace entered in Friday’s $1.5 million Longines Kentucky Oaks at Churchill Downs could have a significant impact on the outcome.

Whenever someone asks “why should I bet on horse racing?” a great answer is the potential for massive returns on a small investment, and the trifecta is a wager that offers this opportunity.

My colleague Dan Tordjman outlined his first time hitting the Kentucky Derby trifecta in the first installment of this blog series. I was lucky enough to hit the Derby trifecta three times in four years in 2012, 2014, and 2015 (none since, of course!).  

Though the song says, “The sun shines bright on my Old Kentucky Home,” it doesn’t always work out that way on the first Saturday in May at Churchill Downs. Mother Nature often can be found among the crowd of 150,000, bringing a dose of rain and a wet track to the Kentucky Derby Presented by Woodford Reserve.

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