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Rules For Picking The Kentucky Derby

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Rules for picking the Kentucky Derby - Historical trends used to find the winner.

When I first started betting the Kentucky Derby in the 1984 the ‘rules’ for selecting a Derby winner were something like this:

1) Horse must have been rated within 10 pounds of the Experimental Handicap highweight (or be a foreign Champion)
2) Horse must have a ‘Dosage Index’ of 4.00 or below
3) Horse must have raced at two
4) Horse must have won at two
5) Horse must have had at least three prep races as a three-year-old
6) Horse must have raced within five weeks of the Kentucky Derby

In the past 23 years rule numbers 1, 2, 4, and 6 have all been broken.

Winning Colors was the first to break up the party, winning the 1988 Derby without having been weighted on the Experimental Handicap at all (even for fillies). Since then only five Derby winners were highly rated on the Experimental ‘Cap, and Giacomo is the only such winner this decade. (It’s an interesting to note though, that the 2007 Derby field will contain eight of the top 14 rated juveniles from last year, including the first six highweights. That’s a good indication of this crop’s overall durability and consistency).

Then Strike the Gold came along and won the Derby in 1991 with an ‘unacceptable’ Dosage Index. He has been followed since by Real Quiet (1998), Charismatic (1999) and Giacomo (2005).

The best Monarchos could do at two was a third place finish in his second start. But that didn’t stop him from winning the 2001 Kentucky Derby in the second fastest time in history. And then there is Barbaro, who won last year’s Derby off a five week layoff, the first horse since the 1950’s to wear the roses after such a lengthy break.

I have to admit that those rules used be comforting. Handicapping the Derby is an incredibly difficult proposition. Those rules probably never explained why so many horses didn’t win the Derby, but it was nice to have a reason, based in reality or not, to remove a bunch of contenders from consideration.

When handicapping the 2007 Derby field it’s probably a good idea to have a handle on this history surrounding the last two remaining trends. This is especially important since the likely first two choices could be thrown out if one still believes. So, with that in mind, let’s take a more detailed look at the last of the remaining ‘Derby Rules’.

Are You Experienced?

Likely Derby favorite Curlin did not race at two and will be making only his fourth start on May 5. He’s clearly been the most impressive three-year-old this spring so any discussion on whether Curlin can win the Derby begins and ends with the likelihood of him overcoming that historical obstacle.

There have been 52 Derby starters since 1944 that did not face the starter in their juvenile seasons. The vast majority of those runners were hopeless longshots in the Derby – they went off at average odds of around 26-1 (and that average would likely would be much higher if several of them were not included in the field or coupled with other entrants). There have been a few fancied runners, though, namely 1982 Derby favorite Air Forbes Won, the 7.90 -1 Strodes Creek in1994 and Pulpit, 5-70-1 in 1997 (and the morning line favorite if memory serves).

Air Forbes Won earned his favored status by winning the Gotham and the Wood Memorial in New York. Strodes Creek ran a close third in the Santa Anita Derby for Charlie Whittingham who was going for his third Derby after Ferdinand (1986) and Sunday Silence (1989). Pulpit made the sixth start of his young career in the Derby after winning the Fountain of Youth and Blue Grass Stakes, with a second in the Florida Derby sandwiched in between.

It bodes well for Curlin that the horses that were bet like they had a chance, actually have run pretty well. The average finish position of all 52 horses in the sample was 9.5, while the average finish position of the nine (uncoupled) starters that went off at less than 10-1 was 5.7.

A few of those runners even made an impact on the race. Strodes Creek ran second to Go For Gin in a sloppy Derby 120 and Pulpit was injured when finishing fourth behind Silver Cham, Captain Bodgit and Freehouse in 1997. Air Forbes Won ran 7th in 1982, though.

Derby Starters Uraced at Two (1944-2006)
Year Horse Finish Odds Comments
1944 Comenow 12th 7.7-1 Field
1945 Bert G. 14th 6.8-1 Field
1946 Rippey 10th 10.20-1  
1946 Hampden 2nd 5.80-1  
1946 Perfect Bahram 9th 1.10-1 Favored entry with Lord Boswell and Knockdown
1948 Coaltown 2nd .40.-1 Coupled with Citation
1951 Golden Birch 19th 53-1 Coupled with Royal Mustang
1951 Fanfare 5th 6.30-1  
1956 No Regrets 7th 52.80-1  
1958 Gone Fishin' 8th 20.10-1  
1959 Our Dad 15th 8.00-1  
1968 Gleaming Sword 13th 31.20-1  
1971 Fourulla 19th 8.70-1 Field
1972 Kentuckian 10th 16.70-1  
1972 Dr. Neale 15th 8.90-1 Field
1972 Big Spruce 7th 8.90-1 Field
1973 Twice A Prince 12th 62.50-1  
1973 Forego 4th 28.60-1  
1974 Confederate Yankee 12th 5.20-1 Field
1974 Agitate 3rd 3.40-1  
1975 Media 5th 23.90-1  
1975 Bold Chapeau 8th 77.20-1  
1976 Amano 4th 55.40-1  
1976 On the Sly 5th 24.50-1  
1977 Best Person 15th 42.80-1 Field
1977 Affiliate 9th 38.20-1  
1978 Chief of Dixieland 9th 121.70-1  
1979 Great Redeemer 10th 78.70-1  
1981 Flying Nashua 8th 48-1  
1982 Wavering Monarch 12th 39.50-1  
1982 Reinvested 3rd 8.90-1 Field
1982 Air Forbes Won 7th 2.70-1 Post-time favorite
1984 Majestic Shore DNF 9.90-1 Field
1985 Irish Fighter 11th 40.90-1  
1986 Zabaleta 12th 16-1 Field
1986 Wheatley Hall 6th 47.70-1  
1990 Pendleton Ridge 13th 33.80-1 Coupled with Burnt Hills
1991 Alydavid 14th 17.80-1  
1991 Corporate Report 9th 8.70-1  
1992 Devil His Due 12th 21.60-1  
1992 Disposal 18th 12.80-1 Field
1994 Strodes Creek 2nd 7.90-1  
1997 Pulpit 4th 5.70-1 Morning line favorite?
1999 Desert Hero 13th 19.70-1  
1999 Valhol 15th 11.60-1 Field
2000 Trippi 11th 6.20-1 Coupled with Impeachment, High Yield, and Commendable
2000 Wheelaway 5th 20.80-1 Field
2000 Curule 7th 23.70-1 Coupled with China Visit
2003 Atwhatimtalknbout 4th 8.90-1  
2004 Song of the Sword 11th 55.90-1  
2005 Greeley's Galaxy 11th 21-1  
2006 Showing Up 6th 26-1 Unbeaten


Curlin has the additional historical baggage of having only three total lifetime starts. Below is a list of Derby starters that made their fourth start in the big race. It’s a much smaller sample, only 10 runners, and their average odds are almost 21-1. Last year Showing Up entered the Derby off only three starts, all wins, and ran a pretty good 6th at 26-1. The only winner among the group is, of course, the filly Regret way back in 1915.

Derby Starters with Three Lifetime Starts (1915-2006)
Year Horse Finish Odds Comments
1915 Regret 1st 2.65-1 Favorite
1942 Fairy Manah 13th 39.90-1  
1946 Rippey 10th 10.20-1  
1982 Wavering Monarch 12th 39.50-1  
1986 Vernon Castle 15th 12.20-1  
1990 Pendleton Ridge 13th 33.80-1 Coupled with Burnt Hills
1992 Thyer 13th 12.80-1 Field
1999 Desert Hero 13th 19.70-1  
1999 Valhol 15th 11.70-1  
2006 Showing Up 6th 26-1  


The Need For Three

The shakiest Derby rule in my opinion is the two prep rule. It’s true that only two horses in the past 60 years, Jet Pilot in 1947 and Sunny’s Halo in 1983, won the Derby with fewer than three prior races as a sophomore. But the simple fact is that all thoroughbreds are making fewer and fewer starts in America. According to The Jockey Club, the authority on such matters, all North American thoroughbreds made an average of 9.21 starts in 1980. In 2006, that figure was down to 6.45. It’s only a matter of time before a Derby winner comes off a two prep schedule (and maybe someday soon even one prep).

Indeed, the past several Derby winners have been trending down in number of pre-May starts. The past five Derby winners averaged 6.2 starts before the first Saturday in May, while the previous 10 winners averaged 8.4 starts.

The prospective Derby field will contain at least five runners that have made only two starts this year. They include probable second choice Street Sense, as well as, Circular Quay, Dominican, Great Hunter and Stormello.

Since (and including) 1983, 38 horses have tried the Derby off a pair of three year-old races. Their average odds are almost 16-1 and their average finish position is 9.5. Interestingly, four of those horses, Victory Gallop, Lemon Drop Kid, Point Given and Birdstone went on to win the Belmont Stakes.

Derby Starters with Two 3YO Preps (1983-2006)
Year Horse Finish Odds Comments
1983 Sunny's Halo 1st 2.50.1 Second favorite
1991 Best Pal 2nd 5.20-1  
1992 Thyer 2nd 12.80-1 Field
1998 Victory Gallop 2nd 14.60-1  
2002 Proud Citizen 2nd 23.30-1  
2004 Lion Heart 2nd 5.40-1  
2005 Closing Argument 2nd 71.60-1  
2003 Peace Rules 3rd 6.30-1  
1994 Brocco 4th 4.30-1  
1988 Regal Classic 5th 17.40-1 Field
2001 Point Given 5th 1.80-1 Favorite
2005 Wilko 6th 21.70-1  
2004 Read the Footnotes 7th 22.50-1  
2005 Bellamy Road 7th 2.60-1  
1994 Powis Castle 8th 20.30-1  
1998 Favorite Trick 8th 4.40-1  
2004 Birdstone 8th 21.20-1  
1999 Lemon Drop Kid 9th 11.60-1 Field
2002 Essence of Dubai 9th 1-Oct  
2004 Tapit 9th 6.40-1  
1998 Old Trieste 10th 32.10-1  
2002 Saarland 10th 6.90-1  
1995 Talkin Man 12th 4.00-1  
2002 Castle Gandolfo 12th 14.50-1  
1994 Valiant Nature 13th 12.00-1  
1997 Deeds Not Words 13th 32.40-1  
2000 Anees 13th 17.10-1  
1994 Ulises 14th 16.70-1 Field
2003 Indian Express 14th 10.80-1  
2004 Castledale 14th 21.90-1  
1986 Vernon Castle 15th 12.20-1  
2004 Friends Lake 15th 18.50-1  
2006 Private Vow 15th 40.50-1  
1987 Capote DNF 6.30-1 Coupled with On the Line and War
1992 Disposal 18th 12.80-1 Field
1993 El Bakan 18th 8.50-1 Field
2006 Sharp Humor 19th 30.10-1  
2005 High Limit 20th 22.50-1  

The Verdict Is In

I’m going to let Curlin beat me in the Kentucky Derby. While horses like Street Sense, Any Given Saturday, Great Hunter, Scat Daddy, Circular Quay and Nobiz Like Shobiz have been trained all year with the Derby in mind, Curlin has been trained (by two different trainers) and raced to see if he even belongs in the field. I’m going under the assumption that Curlin is the most talented horse in the race, but I’m also assuming that he has already run his best race this spring and won’t be able to do it again on the first Saturday in May.

On the other hand, I’m still considering the two prep horses, especially Street Sense. They’ve had the luxury to have been trained and raced to reach their peak on May 5 after considerable juvenile campaigns. I just have to figure out of they’re good enough. I’ll post the new Horse Blog Derby Contender rankings next time.

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Matt O'Neil has been a racing enthusiast since the mid-1980's. He is a freelance writer and thoroughbred marketing consultant and editor of the breeding journal Owner-Breeder International. Contact Matt O'Neil

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