We’ll keep this simple — if you get at least seven of these Kentucky Derby trivia questions and answers correct then you really know your stuff. Be sure to check back all week as we dissect the Run for the Roses from every angle and give you the best chance to win big on Derby Saturday.

Click here for printable Kentucky Derby trivia questions and answers in PDF format.

1. Just weeks after suffering a heart attack in Dubai, trainer Bob Baffert will be looking to win his fourth Kentucky Derby. With the win he would be two wins behind the all-time leader. Who is that leader?

a) Todd Pletcher
b) Ben Jones
c) Charlie Whittingham
d) Nick Zito

2. D. Wayne Lukas already has four Derby wins to his record. He’ll be looking to win his fifth this year with Optimizer, though the horse looks to be outclassed. Lukas has won 13 Triple Crown races in his career, including all three in 1995 split between two horses. Before becoming a full-time trainer Lukas spent nine years as a high school coach. What sport?

a) Track and field
b) Football
c) Basketball
d) Volleyball

3. Baffert’s star colt, Bodemeister, will look to replicate his stunning win in the Arkansas Derby. If he wins he will be the first Derby winner since 1882 to not have raced as a two year old. Who was the 1882 Kentucky Derby winner?

a) Ben Ali
b) Man o’ War
c) Lord Murphy
d) Apollo

4. Among others, both Bodemeister and Hansen will be looking to pull off a wire-to-wire win. If they do so they’ll break a slump for front-runners in the Derby. Who was the last horse to wire the field?

a) Fusaichi Pegasus, 2000
b) War Emblem, 2002
c) Grindstone, 1996
d) Barbaro, 2006

5. I’ll Have Another will try to duplicate a shocking win in the Santa Anita Derby when he runs in Kentucky — likely as a moderate longshot. It has been a long time a Santa Anita Derby winner won the Kentucky Derby — too long given the quality of horses that have won that major prep race. Who was the last double winner?

a) A.P. Indy, 1992
b) Point Given, 2001
c) Sunday Silence, 1989
d) Silver Charm, 1997

6. Gemologist will try to become the eighth undefeated Kentucky Derby winner, and the fourth since 2004 (Smarty Jones, Barbaro, Big Brown). Who was the first?

a) Regret, 1915
b) Sir Barton, 1919
c) Gallant Fox, 1930
d) Alan-a-Dale, 1902

7. Some of the most well-known horses in the history of racing never actually ran in the biggest race there is — the Kentucky Derby. Most people would probably guess that they did. Which of these four famous horses did run in the Derby?

a) Cigar
b) Seabiscuit
c) Alydar
d) Man o’ War

8. Calvin Borel, the recent king of the Derby with three wins in the last five years, has a live mount this year in Take Charge Indy, the Florida Derby winner. With a win he’ll be in second place in all-time Derby wins, just one behind the two leaders who each have five wins. One of those two is Bill Hartack, who famously won aboard Northern Dancer. Who is the other?

a) Jerry Bailey
b) Eddie Arcaro
c) Ron Turcotte
d) Bill Shoemaker

9. With a ton of early speed, including some of the best horses in the field, there is a good chance that the race will be very fast this year. Incredibly, though, only three horses in the entire history of the Derby have ever run in under two minutes. Two of them were in the same race — in 1973 Secretariat edged Sham in an absolutely scorching event. The third speedster doesn’t have nearly the reputation of Secretariat. Who is he?

a) Monarchos, 2001
b) Street Sense, 2007
c) Lil E. Tee, 1992
d) Gato Del Sol, 1982

10. Daddy Long Legs, who has recently been based in Dubai and earned his way into the field by winning the UAE Derby, looks to become just the second foreign-based runner to wear the roses. Who was the first?

a) Fusaichi Pegasus, 2000
b) Swale, 1984
c) Gato Del Sol, 1982
d) Canonero II, 1971

Answers

1. a) Ben Jones won six in just 15 years. Five of those were for Calumet Farms.
2. c) He was also an assistant coach at the University of Wisconsin for two years.
3. d) 47 horses have tried and failed in the last 56 years.
4. b) Jockey Victor Espinoza had never seen War Emblem in person before winning that day.
5. c) Two eventual Horse of the Year winners — A.P. Indy and Point Given — couldn’t pull it off.
6. a) Regret was also the first filly to win the race.
7. c) Man o’ War skipped the race, and the other two were unimpressive as three year olds.
8. b) Incredibly, Arcaro also won the Triple Crown twice — in 1941 and 1948.
9. a) After the wildly-unexpected performance, Monarchos ran only twice more, and never won again.
10. d) Bred in the U.S., the colt had a disfigured front leg and was sold to Venezuelan owners for just $1,500.

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