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Top 10 Most Successful Trainers in Kentucky Derby History
Based on overall number of victories, as well as second- and third-place finishes, here are the 10 most successful trainers in Kentucky Derby history.
Kentucky Derby
Wednesday’s Best Bets and Quick Picks: 20-1 juvenile at Keeneland
Handicapper J. Keeler Johnson shares best bets and quick picks for Wednesday, April 15 at Keeneland and Horseshoe Indianapolis, including a two-year-old listed at 20-1 morning-line odds.
Racing
Jason Beem Horse Racing Podcast Apr. 15, 2026
Jason discusses the potential of the Preakness changing it's spot on the calendar and welcomes in Kali Francois to talk Laurel racing and her upcoming work with TwinSpires.
Racing
The biggest upsets in Kentucky Derby history
From Donerail in 1913 to Country House in 2019, we rank the five most shocking upsets in Kentucky Derby history.
Racing
Kentucky Derby scratches that changed history
While a comprehensive list of Kentucky Derby scratches since 1875 is not possible, these four withdrawals perhaps were the most significant.
Kentucky Derby
The 10 Richest Races in the World
A countdown of the 10 richest races in the world, as of November 2022.
Racing
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Betting With, and Against, Sovereignty, in the 2026 Oaklawn Handicap
A fabulous field of six will vie in Saturday’s $1.25 million Oaklawn H. (G2).
Racing
The 10 best Kentucky Derby winners of all time
The greatest Kentucky Derby winners didn’t just run the race of their lives as three-year-olds on the first Saturday in May. They built resumes, often as older horses, that stand the test of time.
Kentucky Derby
How to bet the 2026 Doubledogdare Stakes
A well-matched group of eight fillies and mares will travel 1 1/16 miles over the Keeneland dirt in the Friday feature, the $400,000 Doubledogdare (G2).
Racing
Top 10 Biggest Horse Races In The World
Let's look at the 10 biggest horse races in the world, from the “race that stops a nation” to the “fastest two minutes in sports.”
Racing
Hong Kong: Selections for Happy Valley April 15
Racing at Happy Valley begins at 6:35 a.m. ET. Selections and analysis by Luke Middlebrook.
Racing
10 Top Winning Kentucky Derby Jockeys of All Time
Here we recount the riders who have celebrated triumph inside the Winner's Circle most, as we list the top 10 winningest Kentucky Derby jockeys of all time.
Racing
Top 10 best racehorses of all time
Ranking the greatest racehorse of all time is an exercise fraught with challenges and subjectivity. But I'm going to give it a try.
Racing
Post Positions That Produced The Most & Fewest Kentucky Derby Winners
What post position wins the Kentucky Derby the most? When analyzing Kentucky Derby winners by post position, it is important to look at the win percentage and in-the-money percentage of each position.
Racing
Seabiscuit: 10 interesting facts about the legendary horse
Here are 10 interesting facts about America's favorite equine underdog.
Racing
Features
Tuesday’s Best Bets and Quick Picks: $5,048 Super High 5 carryover
Handicapper J. Keeler Johnson shares best bets and quick picks for Tuesday, April 14 at Horseshoe Indianapolis, Will Rogers Downs, and Turf Paradise, including a ticket for the $5,048 Super High 5 carryover at Horseshoe Indianapolis.
Racing
Jason Beem Horse Racing Podcast Apr. 14, 2026
Jason shares some old Portland Meadows memories to open the show and then welcomes in James Scully from TwinSpires to talk Derby, Keeneland, and more!
Racing
Kentucky Derby Context: Six Speed
Runner-up in the UAE Derby (G2), Six Speed promises to bring early speed to the Kentucky Derby (G1).
Racing
Kentucky Derby Context: Wonder Dean
Based in Japan, Wonder Dean will enter the Kentucky Derby (G1) off a convincing win in the UAE Derby (G2).
Racing
British Spot Plays: Newmarket April 15, 2026
A staple of my annual wagering is on the traditional British flat turf season, which kicks into high gear this week.
Racing
Kentucky Derby Maiden Watch: Civil Liberty breaks through
Typically, horses that break their maidens 20 days prior to the Kentucky Derby (G1) don’t wind up in the starting gate on the first Saturday in May. But Civil Liberty isn’t your typical maiden winner.
Racing
Kentucky Derby pedigree profile: Trendsetter
Trendsetter wrapped up the 2025-26 Road to the Kentucky Derby with a 32-1 upset victory in the 1 1/16-mile Lexington (G3) at Keeneland.
Racing
Does a Recent Prep Race Win Guarantee Kentucky Derby Success?
Do horses entering the Kentucky Derby (G1) off victories outperform those exiting defeats? We’re ready to provide a data-driven answer.
Racing
Kentucky Derby pedigree profile: Grittiness
Runner-up finishes in the Withers S. and Virginia Derby have propelled Grittiness into the picture as a 2026 Kentucky Derby (G1) contender.
Racing
Top 10 Fastest Horse Breeds in the World
From the noble Arabian poised for battle to the esteemed equines who run in the Kentucky Derby, let's explore the 10 fastest horse breeds in the world.
Racing
How has the winning time of the Kentucky Derby changed over time?
Below we explore how the average winning Kentucky Derby time has transformed over history.
Kentucky Derby
Monday’s Best Bets and Quick Picks: Pace favors Vulin at 5-1
Handicapper J. Keeler Johnson shares best bets and quick picks for Monday, April 13 at Will Rogers Downs and Turf Paradise, including a 5-1 shot who figures to receive a favorable pace setup.
Racing
Monday Morning Message with Jason Beem Apr. 13, 2026
Jason writes about the tradition of the Masters golf tournament and traditions in racing.
Racing
Jason Beem Horse Racing Podcast Apr. 13, 2026
Jason looks back at a busy weekend at Keeneland, racing from Oaklawn, and much more!
Racing
Kentucky Derby International Scouting Report: Wonder Dean
The fifth straight Japanese-trained winner of the UAE Derby (G2), and sixth overall, Wonder Dean will try to score an historic breakthrough in the Kentucky Derby (G1).
Racing
Picks: $1,000 Keeneland tournament, $18,587 Oaklawn Pick 6
Handicapper J. Keeler Johnson shares horses to play in a $1,000 tournament at Keeneland and an $18,587 Pick 6 carryover at Oaklawn Park.
Racing
Jockeys and weight in the Kentucky Derby
Being the most identifiable human participants on average in Thoroughbred racing, jockeys will be a major focus in this week’s 150th edition of the Kentucky Derby.
Racing
10 interesting facts about Justify, the legendary horse and Triple Crown winner
Justify is the 13th and most recent Triple Crown winner, having achieved his milestone in 2018 in remarkable circumstances. Below are 10 interesting facts about Justify.
Racing
10 interesting facts about American Pharoah, the legendary horse and Triple Crown winner
American Pharoah was the 12th Triple Crown winner, having broken a 37-year drought to win the famed trio of races in 2015.
Racing
20 songs for your Kentucky Derby playlist
Do you know these 20 familiar songs referencing horse racing or the Kentucky Derby?
Racing
Kentucky Derby race length and distance: how long is the race?
To beat out a field of up to 20 three-year-olds vying for the Kentucky Derby crown and the customary garland of roses, it takes a combination of strength, stamina, and tactical speed to breeze through a 1 1/4-mile race in nearly 120 seconds.
Racing
20 Fun and Memorable Kentucky Derby Quotes & Sayings
What are some of the most iconic Kentucky Derby quotes and Kentucky Derby sayings that have stayed with fans throughout history?
Racing
Horse Racing This Weekend: Key Races, Top Horses & Best Bets [April 11, 2026]
Find out everything you need to know about key races, top horse, and best bets with TwinSpires horse racing this weekend.
Racing
Best trainers never to have won the Kentucky Derby
The Kentucky Derby is America's signature race, but victory in it unfortunately eluded (or has) some of the finest and most accomplished horsemen in history.
Features
Keeneland: $154,006 Pick 6 carryover, $3,500 tournament
A huge Pick 6 carryover and a high-profile tournament are among the betting highlights on the second Saturday of the Keeneland spring meet.
Racing
Horse Racing Tournament Talk: Weekend recap, upcoming horse racing tournaments, & big winners [April 11, 2026]
Join us as we bring you everything you need to know about tournaments.
Racing
Kentucky Derby Context: Chief Wallabee
After commendable showings in the Florida Derby (G1) and Fountain of Youth (G2), Chief Wallabee will look to break through in the Kentucky Derby (G1).
Racing
How to bet the Giant’s Causeway Stakes
An over-subscribed field of 16 fillies and mares is entered for the $400,000 Giant’s Causeway (G2) at Keeneland on Sunday.
Racing
Playing the Keeneland All-Turf Pick 3 on Saturday, April 11
The all-turf Pick 3 at Keeneland on Saturday looks pretty sensible to me and is a play that I have a good measure of confidence in.
Racing
Kentucky Oaks Roundup: Road to the Oaks concludes
Last weekend, the Ashland (G1), the Gazelle (G3), and the Santa Anita Oaks (G2)—all 100-point races—wrapped up the Road to the Kentucky Oaks, and the leaderboard is set.
Racing
Late Pick 5 Preview: Keeneland Saturday racing [VIDEO]
Get the edge you need for one of the spring meet’s most competitive sequences with our expert Late Pick 5 preview.
Racing
How to play day two of the Sydney Championships
Day two of the Sydney Championships is usually a strong one, highlighted by the Queen Elizabeth Stakes.
Racing
Kentucky Derby Context: Emerging Market
Unbeaten from two outings, Emerging Market will try to buck a long-standing trend by winning the Kentucky Derby (G1) in his third start.
Racing
Kentucky Derby Context: Fulleffort
Fulleffort will look to make a serious impact in the Kentucky Derby (G1) if he takes to the main track at Churchill Downs.
Racing
Kentucky Derby Context: Right to Party
Right to Party will bring a late kick to the Kentucky Derby (G1) following his closing second in the Wood Memorial (G2).
Racing
Hong Kong: Selections for Sha Tin the night of April 11
Racing at Sha Tin begins at 12:30 a.m. ET. Selections and analysis by Luke Middlebrook.
Racing
The oddest horse names in Kentucky Derby history
There are a number of weird and wonderful horse names that have made it to the biggest stage of all. Here are the 10 best in Kentucky Derby history.
Kentucky Derby
Friday’s Best Bets and Quick Picks: Four lucrative Pick 6 carryovers
Handicapper J. Keeler Johnson shares best bets and quick picks for Friday, April 10 at Keeneland and Oaklawn Park, along with horses to play in a quartet of Pick 6 carryovers at Mahoning Valley, Aqueduct, Keeneland, and Oaklawn.
Racing
Kentucky Derby pedigree profile: Chief Wallabee
There are no certainties in horse racing, but it seems reasonable to conclude Chief Wallabee has the pedigree to relish racing 1 1/4 miles in the 2026 Kentucky Derby (G1).
Racing
Kentucky Derby pedigree profile: Right to Party
Right to Party, a late nominee to the Triple Crown, stamped his ticket to the 2026 Kentucky Derby (G1) with top-three finishes in the Gotham (G3) and Wood Memorial (G2) on the Road to the Kentucky Derby.
Racing
Pick 4 of the Week: Aqueduct Saturday, April 11
The Pick 4 of the Week will come from Aqueduct, where I will take aim at the closing four-race sequence.
Racing
Kentucky Derby Context: Incredibolt
After showing an affinity for Churchill Downs last year, Virginia Derby romper Incredibolt will return for the Kentucky Derby (G1).
Racing
Kentucky Derby Context: Pavlovian
Pavlovian will face a class check in the Kentucky Derby (G1), but he can make his own trip with tactical speed and enters on an upward trajectory.
Racing
Kentucky Derby Context: Potente
Potente will enter the Kentucky Derby (G1) off a frontrunning second in the Santa Anita Derby (G1), an experience that may sharpen him up for a good showing at Churchill Downs.
Racing
Kentucky Derby Context: Silent Tactic
Oaklawn stakes winner Silent Tactic, runner-up to Renegade in the Arkansas Derby (G1), promises to be finishing fast if the early pace is hot and/or contested in the Kentucky Derby.
Racing
Live-Money Contest Talk: The Leaderboard Show with HHH Racing Podcast, Episode 22 [VIDEO]
Welcome back to THE LEADERBOARD, a show on the HHH Racing Podcast featuring live-money contest talk.
Racing
Thursday Thoughts with Jason Beem Apr. 9, 2026
Jason discusses a recent letter to the editor about how tracks show horse races on broadcasts.
Racing
Jason Beem Horse Racing Podcast Apr. 9, 2026
Jason discusses some upcoming races from Oaklawn and Keeneland and welcomes in Kellie Reilly for our weekly International Radar segment.
Racing
Tipsheet: 2026 Maker’s Mark Mile Stakes
An overflow and powerful field of 13 turf standouts has been entered for Friday’s $650,000 Maker’s Mark Mile (G1) at Keeneland.
Racing
Tipsheet: The 2026 Lexington Stakes
A well-matched field of 11 three-year-olds will run 1 1/16 miles on the dirt at Keeneland in Saturday’s $400,000 Lexington (G3).
Racing
Exotics Plays for the Jenny Wiley Stakes
An accomplished field of 10 fillies and mares will vie in Saturday’s $650,000 Jenny Wiley (G1) at Keeneland.
Racing
Betting With, and Against, Nitrogen in the Apple Blossom Handicap
A total of nine fillies and mares will go postward in the lucrative, $1.25 million Apple Blossom H. (G1) at Oaklawn Park on Saturday.
Wagering
Keeneland: Spot Plays for April 10
Friday's card at Keeneland is highlighted by a tremendous renewal of the Maker's Mark Mile (G1).
Racing
Thursday’s Best Bets and Quick Picks: Aqueduct’s $50,563 Pick 6 carryover
Handicapper J. Keeler Johnson shares best bets and quick picks for Thursday, April 9, at Keeneland and Aqueduct, including horses to play in Aqueduct’s $50,563 Pick 6 carryover.
Racing
Wednesday’s Best Bets and Quick Picks: Liam in the Dust cuts back in trip
Handicapper J. Keeler Johnson shares best bets and quick picks for Wednesday, April 8, at Keeneland and Horseshoe Indianapolis, including a 5-1 shot cutting back in distance.
Racing
Jason Beem Horse Racing Podcast Apr. 8, 2026
Jason catches up on some news of the day, discusses speed figures, learning opportunities in racing, and more!
Racing
Meet the Contenders: 2026 Lexington Stakes
Meet the horses running in the 2025 Lexington (G3) at Keeneland. For each horse, we're listing a pro, a con, and a rating of potential.
Analysis
Kentucky Derby Roundup: Further Ado crushes the Blue Grass
The 2026 Kentucky Derby (G1) is 25 days away. Catch up on the latest news and notes as the Road to the Kentucky Derby unfolds:
Racing
Hong Kong: Selections for Happy Valley April 8
Racing at Happy Valley begins at 6:40 a.m. ET. Selections and analysis by Luke Middlebrook.
Racing
Fastest Kentucky Derby Times: What History Tells Us
The Kentucky Derby (G1) adopted its current 1 1/4-mile distance in 1896. In the ensuing decades, the fastest and average winning times have decreased significantly.
Racing
Tuesday’s Best Bets and Quick Picks: Opening day at Horseshoe Indianapolis
Handicapper J. Keeler Johnson shares best bets and quick picks for Tuesday, April 7, at Horseshoe Indianapolis, along with a ticket for the $19,187 Pick 5 carryover at Mahoning Valley.
Racing
Jason Beem Horse Racing Podcast Apr. 7, 2026
Jason discusses some racing from Aqueduct and welcomes in Brian Arrigoni from Horseshoe Indianapolis to talk about their season starting up, handicapping angles, and much more!
Racing
Kentucky Derby pedigree profile: So Happy
After enjoying early success in sprints, So Happy stretched out over 1 1/8 miles to win the Santa Anita Derby (G1) on the Road to the Kentucky Derby.
Racing
Kentucky Derby pedigree profile: Albus
Can Albus, a son of tried-and-true sprinter Yaupon, handle the testing distance of 1 1/4 miles in the 2026 Kentucky Derby (G1)?
Racing
Kentucky Derby Maiden Watch: 4 Triple Crown nominees triumph
Less than four weeks out from the Kentucky Derby (G1), the Road to the Kentucky Derby is nearly complete.
Racing
Monday Morning Message with Jason Beem April 6, 2026
Jason talks about Saturday's Wood Memorial (G2) winner Albus in this week's Monday Morning Message.
Racing
Jason Beem Horse Racing Podcast Apr. 6, 2026
Jason looks back on a big Kentucky Derby (G1) prep weekend including the Blue Grass (G1), Wood Memorial (G2), and Santa Anita Derby (G1).
Racing
Monday’s Best Bets and Quick Picks: Itsmybirthday returns to action
Handicapper J. Keeler Johnson shares best bets and quick picks for Monday, April 6, at Will Rogers Downs and Turf Paradise, including a stakes horse dropping in class.
Racing
Carryovers: Santa Anita’s $97,983 Pick 6, $54,824 Sunset Six
Handicapper J. Keeler Johnson shares horses to bet in a pair of lucrative, mandatory-payout Pick 6 carryovers on Sunday.
Racing
Renegade closes as 4-1 favorite in KDFW Pool 6
Final odds for Pool 6, the last Kentucky Derby Future Wager ahead of the May 2 Run for the Roses.
Racing
LIVE Wood Memorial 2026: odds, entries, post times, results, and picks
Welcome to our Wood Memorial 2026 LIVE coverage!
Analysis
LIVE Blue Grass Stakes 2026: Picks, odds, entries, and results
Join our live coverage of the Blue Grass Stakes 2026 happening at Keeneland.
Racing
LIVE
LIVE Santa Anita Derby 2026: entries, picks, odds, betting tips, and moreWelcome to our Santa Anita Derby 2026 LIVE coverage!
Analysis
How to bet Keeneland’s $12,594 Super High 5 carryover
On a busy Saturday of racing, handicapper J. Keeler Johnson analyzes a Pick 6 carryover at Oaklawn Park and a Super High 5 carryover at Keeneland.
Racing
Horse Racing Tournament Talk: Weekend recap, upcoming horse racing tourneys, & big winners [April 4, 2026]
Join us as we bring you everything you need to know about tournaments.
Racing
Live-Money Contest Talk: The Leaderboard Show with HHH Racing Podcast, Episode 21 [VIDEO]
Welcome back to THE LEADERBOARD, a show on the HHH Racing Podcast featuring live-money contest talk.
Tournaments
Hong Kong: Selections for Sha Tin night of April 5
Streaking sprint star Ka Ying Rising and last year’s Hong Kong Triple Crown winner Voyage Bubble spice up the special holiday card at Sha Tin. First post is 12:30 a.m. ET late Sunday night.
Racing
How to bet the 2026 Shakertown Stakes
A full cast of turf dashers will speed 5 1/2 furlongs on the Keeneland green in Saturday’s $400,000 Shakertown (G2).
Racing
How to bet the 2026 Madison Stakes
An octet of accomplished fillies and mares will run seven-eighths on the dirt at Keeneland on Saturday in the lucrative, $650,000 Madison (G1).
Racing
Pick 3 of the Week: Santa Anita Saturday, April 4
The $500,000 Santa Anita Derby (G1) is the centerpiece of a major day of racing at Santa Anita on Saturday, and I will peg the three-race sequence featuring California-bred runners before the feature as my Pick 3 of the Week.
Racing
Handicapping All-Stakes Pick 5 at Keeneland April 4, 2026
James Scully handicaps All-Stakes Pick 5 on Saturday's Blue Grass Stakes card at Keeneland.
Racing
How to play Day One of the 2026 Sydney Championships
First post is 9:25 p.m. ET Friday night, with the Group 1s starting at 12:20 a.m.
Racing