High Roller Radio

#4: In 1940, Gallahadion won at odds of 35.20-1 and paid $72.40 to win.


#5: Charismatic went off at odds of 31.30-1 and just got up to win by a neck, paying $64.60 to win. He went on to win the Preakness and was 3rd in the Belmont where he broke his leg after the finish.


#6: Proud Clarion won in 1967 at odds of 30.10-1 and paid $62.20 to win. He also had the 6th fastest Derby ever with a final time of 2:00.60 for the mile and a quarter.


#7: In 1918, Exterminator may have been a surprise when he won at odds of 29.60-1, paying $61.20 to win, but he went on to have a stellar career. Racing until age 9, the gelding won 50 of he 100 lifetime starts including many stakes races and was very popular with fans.


#8: Dark Star won in 1953 at odds of 24.90-1 and paid $51.80 to win. Also the winner of the Derby Trial, he was unplaced in Preakness and retired after that.


#9: Sent off at odds of 24.50-1, the longest of the three horses entered by trainer D. Wayne Lukas in 1995, Thunder Gulch drew off to win by 2 1/4 lengths and paid $51.00 to win.


#10: Stone Street went off at odds of 23.72-1 in the 1908 Kentucky Derby and paid $123.60 to win for a $5 bet which would be $49.40 for the modern $2 win bet. This was the only stakes win of his career.

2-to-1 you'll LOVE it!

​​​Biggest Longshots in Kentucky Derby History?
#1: At 91-to-1, Donerail is the biggest long shot to win the Kentucky Derby. Happened in 1913, Donerail paid $184.90 on a $2 bet, while setting a track record of 2:04 4/5. His career earnings only amounted to $15,156.


#2: Mine That Bird! In 2009, Mine That Bird trailed most of the race before rallying late to win by seven lengths at odds of 50.60-to-1. A $2 wager paid $103.20. He went on to finish second in the Preakness and 3rd in the Belmont Stakes.


#3: Giacomo! In 2005, Giacomo closed late on the outside to win at odds of 50-1 and paid $102.60 to win.

Did you know?
Buster Douglas was a 45-to-1 dog to beat Mike Tyson.

"Longshots Baby!"

The Kentucky Derby
"The Most Exciting Two Minutes in Sports"
The Run for the Roses, held annually in Louisville, Kentucky, on the first Saturday in May, is a race is for 3-year old thoroughbreds with a length of 1 1/4 miles at Churchill Downs.
How Much is Wagered? In 2010, $47 million was bet on the Win-Place-Show pool alone. The exacta pool was more than $21 million. The trifecta and superfecta pools were $25 million and $8 million respectively.