Terry Finley

Words - Bill Heller

“If horse racing was just about dollars and cents, very few people would be in this game because it’s a terrible investment,” West Point Thoroughbreds founder and CEO Terry Finley said.

Yet he has been passionately invested in Thoroughbreds for much of his life, bringing in more than 2,000 new owners through racing partnerships in West Point Thoroughbreds’ first 31 years. 

His father, a chemistry teacher who served in the U.S. Navy during World War II, found relief from the demands of his job and raising seven children in Levittown, Pennsylvania, at the racetrack—first as a $2 bettor and then by getting involved in a partnership. 

Terry was 10 years old. “I saw how much fun they had,” Terry said. “It was teachers, plumbers, state workers and the like. I saw how much fun and enjoyment a partnership could be.”

His six older siblings didn’t take to racing, giving Terry additional, much-appreciated time with his father. They forged a special bond through their love of horses and horse racing, frequently doing double-headers: Thoroughbreds in the afternoon and harness-breds at night.

Most people would be surprised to learn that Terry has waged his private battle with stuttering much of his life. He rarely stutters now, if at all, but it was bad enough as a senior in high school that he thought it cost him his appointment to West Point. It did not.

Terry graduated from West Point in the star-studded Class of 1986, which featured many high-profile graduates including former Secretary of Defense Mark Esper, former Secretary of State Mike Pompeo, and four of Terry’s closest friends: Steve Cannon, the former CEO of Mercedes Benz who is now a co-owner of the Atlanta Falcons; Joe DePinto, the long-tenured CEO of 7-Eleven Inc.; David Urban, a CNN political commentator and a powerful member of the Republican Party and former FBI agent Jim Diorio. 

Working together, those five friends created the Johnny Mac Soldiers Fund named for their classmate, Col. John M. McHugh, a fatal victim of a suicide bomber in Kabul, Afghanistan, in 2010. The Fund helps the children and family of fallen soldiers with college costs. Through 2021, the Fund has awarded $25 million in scholarships to more than 3,500 college students all over the country. 

After leaving the Army with the rank of Captain in November, 1994, Terry toiled in a job he hated, selling life insurance for a year and a half, before finally conceding to his life-long passion for horses.

Terry started West Point Thoroughbreds with a $6,500 claimer and now boasts 2017 Kentucky Derby winner Always Dreaming and Flightline, his undefeated four-year-old who is currently ranked fifth in the world after capturing the Gr. 1 Met Mile by six lengths. 

Terry’s wife Debbie and their daughter Erin are key members of West Point Thoroughbreds’ corporate team.

Debbie and Terry met in pottery class in the 10th grade, started having dates at racetracks, and have been together ever since. Terry especially admires her tenacity as a mother, specifically helping their children, Erin and Ryan, secure the coaching they needed to pursue their passions. “She wouldn’t take `no’ for an answer,” Terry said proudly.

Erin didn’t let a horrific hand injury when she was four years old prevent her from continuing her riding lessons and becoming a top equestrian, frequently transitioning former West Point Thoroughbreds to a second career.

One can only imagine how difficult it was for Erin to deal with her injury growing up. Then one day at Saratoga, Terry ran into Steve Asmussen and noticed that Steve was also missing part of his thumb. Terry brought Erin to Steve, and they connected immediately when Steve reached out his damaged hand. “There was this mutual feeling that we’re not the only people in the world that had this type of accident.” Erin said. 

Erin’s younger brother, Ryan, an All-American and professional soccer player, graduated from the prestigious Wharton School and will begin a business career with a consulting firm in Dallas in October.

Terry has been West Point’s general, deploying his Thoroughbreds around North America to one of a dozen top trainers, forming strategic alliances and relying on key officers, especially his wife and daughter, to oversee his troops day-to-day. Having been exposed to breakthrough technology in the Army, Terry has been ahead of the curve ever since, reflected in West Point’s website, television ads and customer service.

“He’s worked very hard at it,” his Kentucky-based trainer and buddy Dale Romans said. “I watched it from its infancy—Terry was smart enough to use the Internet and social media. I think he was the first one. He was very ahead of the curve. “

Along the way, West Point Thoroughbreds has taken care of its Thoroughbreds when their racing days were over, through its Congie DeVito Black and Gold Fund. Congie didn’t let his brittle bone disease prevent him from becoming Terry’s first employee after nagging him for months. Congie pioneered West Point’s technology—cutting-edge material at the time. “He was very valuable,” Terry said. “He was everything to our entire team.” Terry treated him accordingly, surprising Congie with an electric wheelchair and customized van that gave him mobility he’d never had his entire life. “It was the first time he could control his direction,” Terry said. “He did figure 8’s over and over. I’ve never seen a person happier or more content. He always wanted to run. This was the closest he could come. It was one of the proudest moments of my life.”

When Congie died in 2011 at the age of 35, he donated his two kidneys, saving two other lives. “The kidneys were his gift out the door,” his mother, Roberta, said. “He was the one who thought of it.” 

While trying his best to avoid the spotlight, Terry has quietly become an industry leader. “Terry’s a straight-forward guy, very honest and cares about the sport,” former NFL linebacker Robert “Stonewall” Jackson, a partner on Always Dreaming, said. “He wants to do the right thing for the industry.”

He does so quietly. “It’s pretty remarkable,” his son Ryan said. “Other people—you can’t get to shut up. That’s something I learned from my dad: being humble.”

Erin calls her father “the definition of the American dream: serving your country and taking a risk. I am proud of him for not giving up with two kids and not a lot of financial backing, and grinding it out.”

Terry said, “It’s a labor of love. I get to live my dream: to win races.”