Ron and Ricki Rashinski

All it took was a friendly conversation, a brilliant book and a trip to Saratoga to turn Ron and Ricki Rashinski into passionate Thoroughbred owners. “They’re phenomenal,” their trainer, Eddie Kenneally, said. “They love the game.”

They loved it a little bit more when Point Me By won the Bruce D. Stakes, the renamed Secretariat Stakes at their home track Arlington Park to become their third Gr. 1 stakes horse. Ricki said she didn’t hide her feeling rooting him home. “I’m not a quiet fan,” she confessed.

That itself is an endorsement of horse racing—one she didn’t have initially when Ron, who has a real estate management company in his native Chicago, broached the subject to her. “My wife didn’t want to get involved with it, but once she got a taste of it, she changed,” Ron said. “We spent some time at Saratoga, four or five days. Then a week. Then two weeks.”

Ricki said, “At first, I wanted nothing to do with it, but he took me to Saratoga. The track is beautiful. The people who work at the track were wonderful. They went out of the way to help you understand things. The whole town was all about the horses. And there were the horses themselves.”

Ron was as enthralled as she was about Saratoga. “They’re stopping traffic for horses to cross Union Avenue,” he said. “Wherever you go, you can have a Daily Racing Form with you and not have people think you’re a degenerate. It was like Wrigley Field; but instead of the Cubs, you had the New York Yankees.”

Besides racing Thoroughbreds, Ron and Ricki are involved in vintage car road racing. “We go to different tracks around the country,” Ron said. “We also had a small sponsorship in a car that won a 24-hour endurance race in Daytona.”

Ron was enticed into Thoroughbred racing by Jane Schwartz’s book Ruffian: Burning From the Start. Ron said, ”I’m a sports guy. I was intrigued by her story. I was amazed that there was a horse who was never headed. Then the match race with Foolish Pleasure... Even when she broke down, she was in the lead. My interest kind of snowballed from there.”

He felt enough—with an assist from multiple Eclipse Award Photographer Barb Livingston—to visit Ruffian’s grave at Belmont Park near a flagpole in the infield with her nose pointed toward the finish line. “[Ricki and I] left a bouquet of flowers,” he said. “We’re just fans—new fans. Even though I’m just a fan, I’m choked up.” He’s got a lot of company, even after all these years.

The Rashinskis couldn’t do anything to help Ruffian, but they sure are helping other horses now, through their support of Anna Ford’s New Vocations program, converting retired Thoroughbreds to a second career. “I love the animals,” Ron said. “We’re very involved. They do a great job, New Vocations.”  

  Ron decided to get involved in Thoroughbred ownership after meeting a gentleman from Wisconsin—Gary Leverton, who has since passed away. “We started talking, and we wound up partnering up on a horse at an auction at Hawthorne,” Ron said. “My wife and I were totally oblivious to Thoroughbreds.”

Initially, the Rashinskis used Chicago-based Hugh Robertson as their trainer, racing as Homewrecker Stable. Ron got the name when someone suggested that investing in vintage cars can become a homewrecker.

When the Rashinskis decided they wanted to race in New York and Kentucky, they hired Eddie Kenneally to train. “We trusted those two men implicitly with our animals,” Ricki said. “We’ve been with Eddie for 25 years.”

Ron said, “We don’t have a lot of high-priced yearlings. We don’t buy very expensive horses.” Yet they’ve won repeatedly at racing’s highest level, thanks to the skills of Kenneally—a very under-publicized top trainer. 

Their first outstanding horse was the filly Bushfire. After finishing third in her 2005 debut at Churchill Downs, she won six of her next eight starts including the Florida Oaks, the Gr. 1 Ashland, the Gr. 1 Acorn and the Gr. 1 Mother Goose. One of her misses was a solid third in the Gr. 1 Kentucky Oaks. Her only finish out of the money in her first nine starts was a seventh on a sloppy track in the Gr. 2 Davona Dale. Her earnings topped $800,000.

In partnership, they had another star in Custom for Carlos, who had six victories, four seconds and one third in 15 starts, taking three Gr. 3 stakes, the 2009 Jersey Shore, the Mr. Prospector and the Count Fleet Handicap, and making almost half a million dollars.

Again in a different partnership, their gray Sailor’s Valentine captured the Gr. 1 Ashland in 2017 on the way to making more than $400,000 in 13 starts.

By the time Point Me By made the races in 2020, Ron had learned, somewhat, to control his emotions when his horses raced. “To tell you the truth, I have trouble handling horse racing,” he said. “I was Mr. Pepto Bismol. I’d be pounding that stuff down. If the horse didn’t win, I felt I let people down. Now I know people are just happy for the experience. They don’t care. I’m a little better now.” Winning a bunch of stakes helped.  

Their three-year-old colt Point Me By, (a son on Point of Entry) was a $30,000 purchase at Keeneland and didn't have anything near those credentials when he stepped into the starting gate for the Bruce D. Stakes, having followed a maiden victory with a fourth in an allowance race. He won the Mr. D by 2 ¾ lengths under Luis Saez, who took off a day from his dominant meeting as Saratoga’s leading rider, to pilot Point Me Buy in the Bruce D. and Zulu Alpha, who finished seventh in the renamed Arlington Million, the Mr. D.

The Rashinskis would love to bring Point Me By back to Arlington next year. But Arlington Park closed forever in late September. “It would have been nice to come back and try to win the Million if he was good enough for it,” Ron said. “Too bad.” He’s got a lot of company, too, after all these years of elegant racing at Arlington Park.