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How Racehorse Owners and Trainers Choose the Right Jockey

Last updated: March 26, 2025

By: Miles HenryFact Checked

In the fast-paced world of horse racing, choosing a jockey is a difficult decision—it’s a strategic collaboration between the horse’s owner, trainer, and the jockey’s agent. From my experience as a longtime racehorse owner, I’ve seen how this choice can shape the outcome of a race.

Skill, reputation, and the connection between horse and rider all play a part. In this article, I’ll walk you through how the process works and why the right pairing can make all the difference on race day. Along with my insights, I’ve also drawn from experienced trainers and current research to give you a well-rounded perspective.

Horses running during a race, Jockeys can make a huge difference in the races outcome.
The choice of Jockey could make the difference between winning and also ran.

Navigating Jockey-Horse Pairing

Selecting the right jockey for your horse is a nuanced process that blends strategy, analysis, and deep industry knowledge. Here’s an inside look at how decisions are made, drawing from my firsthand experience in the racing world.

Initial Assessment and the Role of the Condition Book

  • Starting Point: Evaluation of the jockey’s recent performances and preferences sets the stage for matching them with the ideal horse and race.
  • Condition Book: This crucial tool lists upcoming races, detailing requirements and purse money, guiding the selection of suitable races for the jockey’s strengths.

Strategic Planning and Analysis

  • Race Selection: My trainer and I meet to look over the condition book to find races that suit the jockey’s strengths, then delve deeper into analyzing competition, track conditions, and historical data.
  • Choosing the Horse: The focus shifts to finding a horse that matches the jockey’s style, considering factors like form, training, and temperament, often requiring discussions with trainers for deeper insights.

The Decision-Making Process

  • Collaboration: The final choice involves collaborative strategizing on race tactics and adjustments based on the horse’s condition and track status on race day.

A Real-Life Scenario

  • Adaptability in Action: Our horse, always a close second, found victory with a substitute female jockey when our regular rider was unavailable. Returning to our usual jockey led to another near-miss. Intrigued, we tried another female jockey for the next race, resulting in another win. This pattern underscored the significant impact of exploring different jockey partnerships on our horse’s performance.

Key Takeaways

  • The jockey-horse selection process is intricate, relying heavily on the condition book and strategic analysis.
  • Decisions are made through a collaborative effort, considering a wide range of factors from jockey preferences to horse compatibility.
  • Real-life scenarios underscore the dynamic nature of racing, where adaptability and expert advice are key to success.

As you can see, choosing the right jockey involves more than just picking a name from the board—it’s about pairing talent, timing, and trust to give your horse the best chance at success.

This is a picture I took from the infield on Kentucky Derby Day of horses in the Pat Day Mile.
This is a picture I took from the infield on Kentucky Derby Day of horses in the Pat Day Mile.

Decoding the Jockey’s Horse Selection Process

For jockeys, picking which horse to ride isn’t just about choosing the favorite—it’s a calculated decision shaped by strategy, relationships, and instinct. From my experience working closely with trainers and jockey agents, these choices are rarely made lightly.

Key Decision Factors

  1. Relationship Dynamics
    Jockeys value long-term partnerships. They often weigh the opportunity to ride a top contender against staying loyal to a trainer or owner they regularly ride for.
  2. Riding Style Compatibility
    Some jockeys are aggressive gate riders; others excel at closing late. Their style needs to match the horse’s natural running tendencies and temperament to get the best result.
  3. Strategic Fit
    Race distance, surface, pace scenario, and purse size all factor into a jockey’s decision. They’ll review the condition book and assess whether the horse fits the setup and gives them a winning shot.
  4. Past Success Together
    A positive track record between jockey and horse can tip the scales. Familiarity with how a horse responds under pressure can give riders more confidence in the outcome.
  5. Intuition and Timing
    Sometimes, it comes down to a gut feeling or a last-minute change in the field. Jockeys and their agents are constantly watching entries and re-evaluating which mount offers the best opportunity.
  6. The Horse’s Strengths
    Jockeys look at the horse’s form, recent workouts, and whether it’s more suited to sprinting or route races. These characteristics help them decide if the horse complements their own strengths.

Insights for Success

A jockey’s decision blends analysis and instinct, weighing race dynamics, personal history, and the horse’s potential. Just like owners and trainers want the right rider, jockeys aim to ride horses that match their skills and give them a real shot at the winner’s circle.

It’s not always about talent. Sometimes, the best jockey for the horse isn’t available. I’ve had riders win multiple races for me, only to pass up our horse when a big-name trainer entered one in the same field. When a top barn like Brad Cox calls, most jockeys have to take that mount — it’s part of the business.

We’ve also had riders like Juan Vargas and Jareth Loveberry ride for us. Both are currently piloting horses with Kentucky Derby points — Coal Battle and Chunk of Coal — so it shows the quality of riders we can attract. But at the end of the day, you don’t always get your first choice. You go with the best available rider who fits your horse, the surface, and the setup.

Picture of jockeys walking to their horses.
Jockeys walking to their horses.

The Crucial Role of Jockey Agents

Choosing the right jockey in horse racing involves more than just reviewing stats — it’s a strategic collaboration between the horse’s team and the jockey’s agent. Early in my racehorse ownership journey, I realized how much influence these agents have behind the scenes.

What Jockey Agents Really Do

A good agent doesn’t just book rides — they act as scouts, strategists, and negotiators. Here’s a breakdown of how they shape race outcomes:

  • Strategic Bookings: Agents work to line up the best possible mounts for their jockeys. They study entries, track conditions, and horse form, all while balancing loyalty to barns and pursuing winning opportunities.
  • Scouting Talent: Many agents watch horses train in the morning, noting which ones fit their rider’s strengths. They pass this insight along so the jockey knows what to expect.
  • Navigating Race Politics: Agents know which jockeys have first-call obligations to top barns and how to maneuver when two promising horses land in the same field.

Takeaway

Jockey agents are more than reps — they’re the matchmakers of the racing world. Their behind-the-scenes role helps connect the right horse with the right rider, factoring in skill, availability, loyalty, and opportunity. A good agent knows how to balance all of that to put their jockey — and your horse — in the best position to win.

Picture of a jockey with a whip.
The jockey is being led from the paddock. He’s riding our horse, Mindy.

Jockey-Horse Synergy: The Winning Edge

In horse racing, the connection between a jockey and a horse can be the difference between a near-miss and a win. When the two are in sync, they move as one—each anticipating the other’s actions. That kind of synergy is what turns solid contenders into champions.

Why It Matters: The best jockey-horse pairs develop a feel for one another. A good rider knows when to hold back, when to let the horse roll, and how to adjust in real time based on the horse’s energy and mood. These split-second decisions often determine race outcomes.

Experience Counts: Experienced jockeys know how to make horses go faster not just by urging them forward, but by knowing exactly when to ask. Their race sense and ability to read a horse’s cues—subtle or not—only come with time and miles in the saddle.

A Personal Example: I’ve had horses that didn’t show much until they clicked with the right rider. I’ve seen wins come from patience—when a jockey waited just long enough to use a horse’s late kick. That only happens when the rider truly understands the horse’s rhythm.

Trust and Preparation: These partnerships aren’t formed overnight. Horses and jockeys need time together in the mornings—working, schooling, galloping. The trust built during these moments lays the foundation for performance on race day.

Real Talk from the Barn

We’re entering a few horses next week, and jockey selection has been a hot topic. For one of our runners — a horse that needs some extra urging down the stretch — we’re going with a young jockey. He hasn’t had much luck on paper yet, but I’ve watched him ride. He’s fearless and sticks with a horse no matter what, which matters in claiming races where many riders avoid traffic.

We’re replacing our regular jockey, who’s a solid rider. But after his injury, we noticed he started swinging our horse wide more often, likely to avoid tight spots. That conservative move costs lengths — and sometimes the race.

In top-level racing, that bond between horse and rider isn’t optional—it’s essential. For current jockey statistics and past performance data, you can visit Equibase’s jockey profiles to compare riding records and trends.

Picture of a jockey taking out a racehorse for a morning workout.
Going out for a morning workout.

Behind the Scenes: How Jockeys Prepare for Race Day

Once the jockey is chosen, their job is just beginning. From personal fitness to track strategy, there’s a lot that goes into showing up ready on race day.

Staying Race-Ready:
Jockeys maintain intense physical routines and strict diets to stay fit and meet weight limits. It’s not just about being light—they need strength and stamina to guide a horse at full speed.

Mental Game:
Visualization and mental preparation are a big part of the process. A good jockey studies the race shape, knows the competition, and has a plan—but also stays ready to adapt in a heartbeat.

Morning Workouts Matter:
In the days before the race, jockeys often gallop or breeze horses during morning training. That’s where they fine-tune their feel for the horse—how it responds, its quirks, and when to make a move.

Example from the Barn:
We had a filly that liked to relax early and finish strong. Our jockey spent a few mornings with her, learned her rhythm, and rode her patiently. When race day came, he timed it just right and got her up in the final strides. That only happens when prep meets partnership.

Bottom Line:
Picking the right jockey is one thing, but having one who prepares well, communicates with the trainer, and builds trust with the horse is another. That’s what wins races.

Below is a YouTube video that explains how jockeys are matched with horses.

YouTube video

Frequently Asked Questions About Choosing a Jockey for Your Racehorse

Got questions about how jockeys are selected, their role in racing, or what factors influence their decisions? These FAQs cover the most common things horse owners and fans want to know.

How do owners and trainers decide which jockey to use?

Yes, and it happens often—especially if they’re already committed to a horse from a major trainer. Jockeys also weigh the horse’s form, class of race, and connections when choosing their mounts.

Do jockeys ever help choose the horse?

Yes, jockeys and their agents sometimes request to ride certain horses, especially if they’ve worked them in the morning or had past success with them.

Can a top jockey decline to ride your horse?

Yes, jockeys and their agents sometimes request to ride certain horses, especially if they’ve worked them in the morning or had past success with them.

Why do jockeys wear bright clothing?

Jockeys wear bright, colorful silks for identification. Each pattern and color represents the horse’s owner, making it easier to identify horses and jockeys during a race.

How big are jockeys typically?

Jockeys are generally quite light and short. They usually weigh around 108-118 pounds and are often around 4’10” to 5’6″ tall, as their weight and height can affect their horse’s speed.

Picture of jockeys waiting to mount their horses, Choosing a jockey to ride your horse is challenging.
Jockeys waiting for their horses to be saddled.

Conclusion: Choosing the Right Jockey Matters

Choosing a jockey isn’t just a final detail—it’s a major part of race strategy. The right rider can elevate a horse’s performance, while the wrong fit can cost you a win. As an owner, I’ve seen how much this decision impacts not just one race, but the direction of a horse’s career.

It’s a mix of skill, instinct, and teamwork—and when it all comes together, it’s something special to watch.

💬 Join the Conversation

Have you had an experience with jockey selection that shaped the outcome of a race? Or questions about how it all works? Drop your thoughts in the comments—I’d love to hear your story and keep the conversation going.

Miles Henry has over 25 years of experience owning and training racehorses, with firsthand insight into jockey selection strategies, conditioning, and race-day decisions.

Miles Henry

About the Author: Miles Henry

Miles Henry is a lifelong horseman with over 25 years of experience owning and training Thoroughbred racehorses. He shares expert insights from his personal experiences growing up with horses, including Quarter Horses and Appaloosas, and currently owns seven Thoroughbreds in training.

Learn more about Miles Henry