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Get Set to Freakin’ Crush It at the Kentucky Derby! Parlay Bettors, All Ears

Hey parlay bettors! Are you ready to score a massive payday at the Kentucky Derby? We’re here to give you the lowdown on how to turn your bets into straight-up cash. Embrace the “bet small to win big” concept and make the most out of our free Kentucky Derby predictions (below).

We’ll guide you through the ins and outs of this wild ride, from basic betting to advanced strategies like exactas and trifectas to help you make informed choices.

The unpredictable finishes and long-shot victories in the race’s history, such as Rich Strike (80-1), Country House (65-1), and Mine That Bird (50-1), demonstrate the potential for huge returns. To maximize your winnings, the best route is to place exotic bets such as trifectas and superfectas. These wagers have the potential to generate the highest payout.

For example…

Recent Kentucky Derby Payouts

2020 Kentucky Derby Payouts
  • $2 Trifecta: $2,623.60
  • $2 Superfecta: $15,851.60
2021 Kentucky Derby Payouts
  • $2 Trifecta: $3,393.80
  • $2 Superfecta: $18,912.80
2022 Kentucky Derby Payouts
  • $2 Trifecta: $29,741.40
  • $2 Superfecta: $64,300.20

Ready to get to it? Here’s a brief breakdown of who we like and why. Below is the breakdown of exactly how to construct each ticket. Newbies welcome!

Two Phils is a horse we expect to be in the money at the Derby, thanks to its strong closing speed. Currently, at 12-1 odds, a win would yield a sizable payout. Two Phils has three starts this season, finishing in the money in each race with one win, one second, and one 3rd place. In its eight career starts, it has won four times and placed second and third once each. Jockey Jareth Loveberry has been in the money on 43% of his mounts this season, with 35 first-place finishes.

Next up I like Mage, currently projected at 15-1. Mage is trained by Gustavo Delgado, and  has been in the money in two of his three starts, including a game second (after a bad break) to Forte in the Florida Derby., He’ll be ridden by Jockey Javier Castellano. Mage is lightly raced, but it is beautifully bred (Good Magic and a Big Brown mare), so he’ll have no trouble with the Derby distance.

Lastly, we favor Hit Show, another long shot at 30-1 odds. Trained by Brad Cox and ridden by the in-form jockey Manny Franco, Hit Show has demonstrated a knack for closing the gap late in races. This year, the horse has been in the money in two out of three races, with one win and one 2nd place. In its career, Hit Show has been in the money in four of its five starts, with four wins. Jockey Franco has been in the money in 57% of his mounts this year, including 93 victories. We’re also using Derma Sotogake at 40-1 odds in there too.

While you can opt for the safe bet with the favorite, Forte, a modest wager on these three horses could yield significant returns.

How I would Allocate a $200 Bet to make 5-figures in the Kentucky Derby

Alright, here’s a breakdown of how I would allocate a $200 bet in the race to swing for the fences. Like, 5-figures!

If you prefer to wager only $100, simply reduce each amount by 50%, and adjust accordingly for other amounts.

$1 Superfecta Box: Two Phils/Mage/Hit Show/Forte/Derma Sotogake= $120

$1 Trifecta Box: Two Phils/Mage/Hit Show/Forte/Derma Sotogake=$60

$1 Exacta Box: Two Phils/Mage/Hit Show/Forte/Derma Sotogake=$20

It’s worth noting that there are two racebooks offering generous sign-up bonuses, which you could use to potentially increase your winnings. I’ve outlined some strategies for leveraging those bonuses.

Option #1: Leverage AmWager’s 100% deposit match. An idea to take advantage of? Deposit just $50 and get a $50 match and wager the tickets above at 50%. Or deposit the full $150 and get the max $150 match and increase the above bets by 50%.

Click here to sign up and AmWager will give you a 100% First Deposit Match  Bonus, of up to $150.

Option #2: TwinSpires is offering a $400 sign-up Bonus for new online betting accounts. Create your new wagering account by using the promo code TWIN400 and start earning your $400 bonus right away.  Valid for one use per household. The $400 bonus cash will be credited in increments of $100 for every $400 wagered. To earn the $400, bonus players must wager $1600 within 30 days of creating a TwinSpires account. Completed wagers mean that the race has run and the results are official. The sign-up offer cannot be combined with any other registration bonus offer. Utilize the above Kentucky Derby predictions and come back to Winners and Whiners for more racing throughout the summer.

Click here to sign up with TwinSpires and their $400 sign-up Bonus 

*Please visit all the sites for the exact terms and conditions of their offers.

*Kentucky Derby odds courtesy of FanDuel as of May 3, 2023.

Author

  • Mark Ruelle

    Mark has been a sports fanatic since childhood. He is also an avid follower of sports analytics and has used it in his own betting analysis for over two decades. Now we have Mark on our team! He holds degrees in marketing, broadcasting, and English and uses this vast array of assets to dissect and analyze game matchups. Mark will provide you with a wide variety of statistics to consider and a strong opinion in each matchup that he covers. Please follow him daily for an up-to-the-minute analysis of all the important games.

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