Fast track, slow-motion upset—how the favorite fell to a 99-1 payout

Written By
Bobby Klein
Updated
October 23, 2025
Preakness Stakes delivers upset finish

There’s something special about watching the expected get turned upside down. The racing world loves its sure things, its can’t-miss favorites. Yet, sometimes, the script gets ripped up right at the starting gate.

Remember Gate Dancer in 1984? At 19-1 odds, he danced past everyone’s expectations. Fast forward four decades, and D. Wayne Lukas—at 88—schooled everyone again with Seize the Grey. Who needs six weeks’ rest when you’ve got decades of cunning?

This isn’t just about horses. It’s about psychology, probability, and the sheer joy of watching established narratives crumble. We’re diving into how these seismic shocks happen and why they’ll keep surprising us at the Preakness 2025 and beyond.

Race Recap

Sometimes, the track surprises us like a Hollywood movie. The Preakness is great at this, with unknowns stealing the show. This is what we call a triple crown upset.

In 1984, Gate Dancer won in a surprising way. Jockey Angel Cordero Jr. got a great start from post eight. While Swale struggled, Gate Dancer saved energy and won.

A dramatic horse race scene, captured with a wide-angle lens to convey the intensity and scale of the Preakness Stakes. In the foreground, a longshot horse surges past the favorites, its muscular body in mid-stride, mane flowing. The background is a blur of spectators, grandstands, and the iconic Pimlico racetrack, bathed in warm, golden light that creates a sense of energy and triumph. The mood is one of surprise and exhilaration, as the unexpected underdog upsets the established order, turning the race into a true classic.

Then, in 2024, Seize the Grey won in a shocking upset. Rookie jockey Jaime Torres rode him to victory. This upset left everyone stunned.

Both Gate Dancer and Seize the Grey ignored common racing strategies. They won by being different. This caused chaos for the favorites and glory for the underdogs.

Track conditions also played a big role. Pimlico’s wet surface was key. For more on the Preakness, including Seize the Grey’s win, see this race analysis.

The secret to these upsets is boldness. It’s about trying something new when everyone else follows the same path. In racing and life, the simplest moves can be the boldest.

These triple crown upset stories are not just luck. They show that underdogs often have the most exciting stories in sports.

Jockey/Trainer Reactions

While others played checkers, these racing geniuses played 4D chess. They didn’t just break rules; they rewrote them. These minds behind monumental upsets changed the game.

Jack Van Berg’s strategy with Gate Dancer was genius. The colt struggled with crowd noise. So, Van Berg created special headphones for the horse. It was a move that showed the colt’s talent, despite needing earmuffs.

D. Wayne Lukas, at 88, acts like it’s 1984. He treats his horses like they’re rented mules. Lukas believes in simplicity: “The hay’s in the barn.” It means stop overthinking and let the horse run.

A picturesque horse racing training session at dawn, captured through the lens of a high-quality DSLR camera. The foreground features a jockey carefully guiding a sleek, powerful racehorse through a series of controlled gallops, their movements fluid and graceful. In the middle ground, a team of trainers and stable hands watch attentively, offering guidance and adjusting the horse's equipment. The background is a serene landscape of rolling hills and lush, verdant fields, bathed in the warm, golden glow of the rising sun. The overall atmosphere conveys a sense of discipline, dedication, and the deep connection between the human and equine athletes.

Angel Cordero Jr. could read a race like Stephen Hawking read the universe. Jaime Torres, a young jockey, won the Preakness on a horse no one believed in. This was a huge upset.

These trainers and jockeys are not just professionals. They are psychological warriors. They look at conventional wisdom and say, “That’s cute, but watch this.”

Training Philosophy Key Innovation Notable Upset
Van Berg’s Sensory Management Noise-reducing hoods Gate Dancer’s Preakness
Lukas’s Old-School Approach Short rest scheduling Multiple Derby upsets
Modern Data-Driven Methods Biometric monitoring Recent longshot winners

The table shows how different methods lead to chaos in horse racing. Van Berg changed sensory input. Lukas ignored recovery science. Today’s trainers use data analytics.

Each method proves a point: in horse racing, the mad scientists usually win. They know that sometimes, ignoring the crowd is the best move.

Betting Fallout

When a longshot wins the Preakness 2025, it shakes the betting world. Betting strategies fall apart. Parlay tickets turn into confetti.

Gate Dancer’s 19-1 win in 2024 is a prime example. He didn’t just win; he destroyed bankrolls across the country.

Grey’s 25-1 victory in 2024 made people rethink their betting. Those who bet on him might retire early. Those who didn’t might question their life’s purpose.

Oddsmakers lose trust overnight. Months of analysis mean nothing. One fast horse changes everything.

These upsets are like lottery tickets with hooves. They defy logic, reward madness, and remind us that in horse racing, the best bet is often the surprise one.

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