Hugh Robertson and Richard Wolfe and Ron and Ricki Rashinski

By Bill Heller

Hugh Robertson and Richard Wolfe

Two Emmys

Was  it coincidence or karma? Two Emmys’ trainer/co-owner Hugh Robertson didn’t care. He was just thrilled to be standing in the winner’s circle after Two Emmys—a five-year-old gelding purchased with his partner Randy Wolfe for $4,500 as a yearling at Keeneland—delivered Hugh’s first Gr. 1 victory in his 50th year of training Thoroughbreds.

That it came on August 14th in the $600,000 Mr. D Stakes—the renamed Arlington Million—in Arlington Park’s Gr. 1 stakes was serendipitous. So was his meeting with Wolfe, thanks to a kind stranger sitting behind Wolfe at Arlington Park for the 2002 Breeders’ Cup.

Hell, Hugh was hoping to become an attorney as an underclassman at the University of Nebraska. Then he switched his law book for a condition book and never looked back. “I took a semester off and never went back,” he said.

He’s never been disappointed in that decision. Though he may not be well-known nationally, he topped $1 million in earnings 14 times, amassing 1,542 wins and more than $31.5 million in earnings, thanks to consistent success. From 1998 through 2020, his win percentage has been higher than 15 every year but one, when he checked in with 13% in 2008.

His 47-year-old son Mac has already won 1,428 races and earned more than $37.5 million, working in concert with his father. “We have 125 to 150 horses between us,” Mac said. “We’ve had a good run. It’s nice to be able to send your horse to your dad or your horse to your son.”

He was thrilled when Two Emmys won the Mister D. “I’m happy for my dad and my mom,” he said. “Everyone wants to win a Gr. 1. My mom and dad struggled to make ends meet. We’re been fortunate to have a lot of good clients. Nobody does it on his own.”

Hugh started at Penn National, spent eight years there and moved on to Chicago, going on his own in 1971. Twenty-two years later, Polar Expedition, an incredibly quick speedster, took Hugh on a great seven-year run, winning 20 of 49 starts and earning just under $1.5 million.

“Once I got Polar Expedition, things took off,” he said. “He was a little, tiny  horse. He was 15 hands and weighed maybe 900 as a two-year-old—a horse who wouldn’t have brought $1,000 at a sale. He was freak. He did everything right, right from the start. I told his owner, John Cody—I told him before he ever ran, `He’s the best horse you’ve ever had, and I’ll try not to screw it up.’ A lot of horses get ruined. He was a nice horse.”

He didn’t take long to show it, emerging as one of the top two-year-olds in the country by winning five of his six starts by daylight, including scores in a pair of Gr. 2 stakes: the Arlington Washington Futurity by 4 ½ lengths at one mile and the Gr. 2 Breeders Futurity at Keeneland by 5 lengths.

When he won his three-year-old debut, the Mountain Valley at Oaklawn Park by three lengths, the sky was the limit. Polar Expedition finished third in the Southwest Stakes, then captured the Gr. 2 Jim Beam Stakes by a neck in his first start at a mile-and-an-eighth. Polar Edition went off the 1-2 favorite in the Gr. 2 Illinois Derby, only to finish a distant seventh on a sloppy track. Regardless, Polar Expedition went on to the Preakness Stakes, leading early before fading badly to 10th.

Two Emmys connections celebrate after winning the Mister D Stakes at Arlington Park

Polar Expedition maintained his class throughout his career, taking two mile-and-an-eighth Gr. 2 stakes: the Washington Park Handicap at Arlington and the Gr. 2 National Jockey Club Handicap at Hawthorne in his next-to-last start in 1998 as a seven-year-old.

In 2002, Hugh hooked up with Randy Wolfe, a retired worker from an electric co-op in Madison, Wisconsin. At the Breeders’ Cup at Arlington Park, Wolfe mentioned that his father and his father-in-law had owned horses and that he was thinking about buying one. “I got talking to the guy behind me, and he asked me who I was going to hire to train the horse,” Wolfe said. “He said he knew someone, and called Hugh. He came down 15 minutes later, and we talked.”

Randy liked what he heard. “We were both from Nebraska,” Wolfe said. “I knew I could trust somebody from Nebraska.”

Hugh suggested they claim a horse. They did, and then more. “We’ve had 18 horses with Hugh,” Randy said.

The best one cost $4,500 at the Keeneland September Yearling Sale. “I was a little upset,” Randy said. “I said, `I don’t need another $4,500 horse.’ He kept telling me to have patience with this horse. He’s an English Channel, and they don’t get good until they’re four or five. He doesn’t push a horse. He has the best interest of the horse all the time. He’s not going to run a horse if he’s not ready to run.”

Two Emmys did okay as a four-year-old, then improved quickly at five. He finished second in the Gr. 2 Muniz Memorial at the Fair Grounds, then second in an allowance race at Arlington Park from off the pace and second by a neck on the lead in the Gr. 3 Arlington Stakes.

Hugh had nominated Two Emmys for the renamed Arlington Million. “I was sure he’d run at a mile and a quarter,” Hugh said. “Other than Domestic Spending and the horse from Europe, it came up a little light. I thought he was competitive in there. I stuck him in there. Take a chance.”

With a new pilot, James Graham, Two Emmys struck the lead and walked the field to a :52.43 half-mile. “When he ran :52 to the half, I knew we’d get a part of it,” Hugh said. “And then the 1:16 (for three-quarters). I was sure we’d hit the board.”

Flying at him late was Domestic Spending, the 2-5 favorite ridden by Flavien Prat who was six-for-seven lifetime.

Two Emmys dug in. “He’s pretty game,” Hugh said. “He ran the last quarter in :22 3/5. You’re not going to catch a front-runner coming home in :22 3/5. At the 16th pole, I was pretty sure he was going to win.” He did, by a diminishing neck.

Hugh joked with TVG’s Scott Hazelton, ”I never thought I’d have a horse in the Million, and then when I do, it’s not a million.” Hugh added, “It’s nice, but I wish they’d keep running.”

Two Emmys and Jockey James Graham hold off Domestic Spending to win the Mister D Stakes at Arlington Park

He’ll have quite the memento from Arlington Park, and a horse who may just win other stakes, too. “If you get a hold of a good one, you try not to mess him up,” Hugh said.

“Good horses will run for everybody. A good horse is dangerous in anyone’s hands.” But only at racetracks still running. “It’s a shame,” Hugh said. “It’s a beautiful racetrack.”

Ron and Ricki Rashinski

Point Me By 

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.

George Hall

Max Player

Max Player wins the Gr.2 Suburban Stakes at Belmont Park, July 2021

Spurred on by his grandfather, George Hall fell in love with horse racing at a young age. “He took me to Belmont and Aqueduct,” George said. “Then one summer, he took my brother John and me to Saratoga. I think I was nine years old. We did doubleheaders every day: the Thoroughbred track in the afternoon, dinner, and the harness track at night. We did that every day for a week. It was a great time.”

More than 50 years later, George is still having a great time at the racetrack, campaigning his second Gr. 1 stakes winner, Max Player.

George (second from right) and connections celebrate Max Player's 2020 Withers Stakes win

In early 2019, George co-founded Sports BLX, which allows low-cost ownership interest in Thoroughbreds and in other sports and athletes. He co-founded Sports BLX with Joseph De Perio. “The concept was to see if we could create a market where people that might want to buy a small share of a horse or a company that owns a horse could feel the experience following a horse like an owner does,” George said. “It seemed a worthwhile endeavor. It now includes deals with athletes, professional sports teams and racecars. It’s a very broad company.”

Born the son of a New York City cop in Queens, George, now 61, got a bachelor’s degree from the Merchant Marine Academy and an MBA from Wharton School of the University of Pennsylvania. He became the founder, president and majority shareholder of Clinton Group Inc., a Manhattan-based investment company which opened in 1991. Its success allowed George to invest in Thoroughbreds.

A trip with a friend to Monmouth Park in 2005 was the catalyst. “I was introduced to Kelly Breen in the stands,” George said. “Kelly was the leading trainer at Monmouth. He is extremely enthusiastic, and he invited me to see his barn just to show us his horses. I had my two-year-old daughter with me, Kathryn. He gave her carrots to feed the horses. I said, `This is a very nice man.’ He’s so enthusiastic. We talked about getting into it. We decided to go to the Keeneland Sales.”

They spent $118,000 to buy four horses and could not have done much better. George named his first horse for his daughter, Keeneland Kat, and she won her first start, a maiden race, by 6 ¾ lengths. She stepped up to the $100,000 Sorority Stakes and won again by 2 ½ lengths. That earned her a start in the Gr. 1 Frizette and she finished a non-threatening third. “Being third in a Gr. 1 with your first horse was pretty special,” George said. “Then she started having minor issues.”

Unfortunately, the issues ended her racing career. “She was just a great horse,” George said. “Kelly did a great job with her. She became a broodmare. We bred her for five, six years and sold her.”

Another member of George’s initial yearling foursome was named Fagan’s Legacy to honor his grandfather, Larry Fagan. Fagan’s Legacy finished second in his debut, then won a maiden race by five lengths and the $82,000 Pilgrim Stakes by 3 ¼ lengths.

George admitted that his immediate success got him a tad over-confident: “Oh, yeah, we thought it was easy.”

It isn’t. Fagan’s Legacy didn’t hit the board in five subsequent starts and never raced again.

Ruler On Ice and Pants On Fire, who made their debuts 13 days apart in September 2010, took George on a great ride. Pants On Fire, who was second in a maiden race at Philadelphia Park to begin his career, won the 2011 Gr. 2 Louisiana Derby by a neck, earning a spot in the Kentucky Derby. He finished ninth to Animal Kingdom. Pants On Fire  won the Gr. 3 Pegasus at Monmouth Park and finished fifth in the Gr. 1 Haskell. Later on, he won the Gr. 2 Monmouth Cup and the Gr. 3 Ack Ack back-to-back, finishing his career with 11 victories from 41 starts and earnings of more than $1.6 million.

Ruler On Ice, a Keeneland yearling whom George said was a “little wild when he was young,” was gelded. He finished fifth in his debut at Monmouth. The following spring, he finished third in the Gr. 3 Sunland Park Derby. He was the first also-eligible for the 2011 Kentucky Derby but didn’t get into the race. Instead, he finished second in the Federico Tesio Stakes at Pimlico.

That was good enough to convince Kelly to take a shot with Ruler On Ice in the Belmont Derby. Sent off at 24-1, Ruler On Ice won by three-quarters of a length under Jose Valdivia, Jr. “It was unbelievable,” George said. “That was pretty spectacular.”

Ruler On Ice then ran third in the Gr. 1 Haskell and fourth in the Gr. 1 Travers. His only other victory came in an allowance race, yet he wound up with more than $1.7 million in earnings off four victories, five seconds and three thirds in 23 starts.

Off the track, George has shared his business and equine success with others. He was the recipient of the New York University’s prestigious Sir Harold Acton Medal in recognition of his philanthropy. One of his charitable acts was establishing the George E. Hall Childhood Diabetes Foundation at Mount Sinai Hospital.

George’s three children enjoy horses, too. That two-year-old visit to the Monmouth Park backstretch helped shape his now 19-year-old daughter Kathryn’s life. While attending New York University, she maintains her appreciation of horses. “Her life’s passion is show jumping,” George said. “She loves horses. She has two jumpers and travels around.”

George Jr., 18, likes going to the track with his dad but is more attached to fish than horses. “His passion is fishing and cooking,” George said. “While he takes a gap year after graduating from high school, he’s working at a restaurant. He catches them in the morning, brings them in and filets them.”

Their 12-year-old sister Charlotte, rides ponies and also enjoys going to the track.

The Hall clan may have their best racetrack moments ahead of them, thanks to the emergence of their four-year-old colt Max Player—a home-bred who was born on their 385-acre Annestes Farm in Versailles, Kentucky, and is trained by Steve Asmussen. 

“I think he’s a late-maturing horse,” George said. “We always thought he was very talented.”

As a three-year-old, Max Player captured the Gr. 2 Withers Stakes in just his third career start, then finished third in both the Belmont Stakes and the Travers to Tiz the Law. “Losing to Tiz the Law was no disgrace,” George said. “He was a standout, great horse.”

Max Player may be another. “In his early races, he had a tendency of getting away slowly,” George said. “We learned over time we have to keep him closer to the pace. If he’s too far behind, he has too much to do.”

This year, he was two lengths off the pace in the Gr. 2 Suburban and won by a neck. In the Gr. 1 Jockey Club Gold Cup September 4th at Saratoga, he was less than one length off, and dominated, scoring by four lengths in a powerful performance.

He had already earned a spot in the Breeders’ Cup Classic. “The Suburban was a `win and you’re in,’ race,” George said. “The Jockey Club was important to show that he belongs in that race.”

He belongs. Like his owner belongs. At the racetrack. Asked what his grandfather would have thought of his equine accomplishments, George said, “I think he’d be thrilled. I wished he could have lived longer to see it, himself.” He paused a second and added, “Maybe he did.”