‘No One Else Like Him’: Cigar Remains Invincible For Jerry Bailey

Consistent success is a good way to earn sports immortality.

Consider the University of Miami Hurricanes' football team winning 34 straight games from 2000-03; the 2003-04 New England Patriots capturing 21 consecutive games over a span of two seasons; or the UCLA Bruins winning 88 straight games for the late John Wooden.

The ability to consistently remain victorious is the tallest of asks for any athlete.

When Allen Paulson's Hall of Famer Cigar won 16 straight races against the best horses of his generation, which at the time tied the all-time win streak set by Citation, he was cemented as an all-time great.

A total of 11 Grade 1 victories across six racetracks, a perfect 1995 season with ten victories [eight of which were Grade 1 wins], and a record-breaking lifetime bankroll of $9,999,815 highlight Cigar's long resume as one of the most noteworthy lists of accomplishments in horse racing history.

But the collection of trophies wasn't the primary factor in Hall of Fame jockey Jerry Bailey forming such a close bond with the two-time Horse of the Year.

“It was his personality. He was just so cool,” Bailey said. “Early on after his first two or three races, I knew he was something special.”

Bailey had been a household name in the racing world prior to Cigar's campaign, having ridden for 19 years at that point. A 56-time Grade 1-winning rider before becoming the regular rider of Cigar, Bailey had piloted 1993 Kentucky Derby winner Sea Hero, 1991 Preakness and Belmont winner Hansel as well as multiple Grade 1-winning millionaire Fit to Fight.

Yet, Bailey's connection with Cigar was not what one might imagine. In his words, it was very similar to the relationship between a doctor and a patient.

“It was difficult to form relationships with the horses, because you either get taken off a horse or take off to ride a different horse,” Bailey said. “There were few long-lasting relationships with the horses, so it was hard to have close relationships with them. That's how I looked at it. I liked horses a lot, but I didn't have relationships with them. I would go to work, do my job, ride the horses and then go home.”

But along came Cigar, and Bailey's love and appreciation for the horse saw new heights.

It didn't happen overnight, however.

Cigar broke his maiden on dirt at Hollywood Park in May 1993 for West Coast-based trainer Alex Hassinger, Jr., but raced on grass in each of his next seven starts. He was then transferred to the care of Hall of Fame trainer Bill Mott, who gave Bailey the leg up in Cigar's third start for new connections, finishing seventh on the grass in September 1994 at Belmont Park.

Hall of Fame riders Julie Krone and Mike Smith had a turn aboard Cigar for his next two starts before Bailey returned to the saddle.

“It was a case of musical jockeys,” Bailey said. “We all knew Bill thought that he was a better horse than he was showing.”

Cigar made a triumphant return to dirt under Smith in October 1994 and displayed astronomically different dimensions, garnering a 104 Beyer Speed Figure going a one-turn mile at Aqueduct. It would be the last time Cigar would race without Bailey on his back.

“I was riding at the Meadowlands that night when Mike called me up and said, 'He ran off the TV screen',” Bailey recalled. “Mike had committed to riding Devil His Due in the NYRA Mile. Ten days to two weeks before the they took entries for the race, I called up my agent [Bob Freize] and said, 'Make sure you talk to Bill Mott and tell him that we're available'. He won the NYRA Mile and that performance confirmed what Mike said to be true.”

Cigar strolled home a seven-length winner over Devil His Due in the 1994 NYRA Mile.

In January 1995, Cigar picked up where he left off with a Gulfstream allowance win and solidified his legitimacy with a 2 ½-length score in the Grade 1 Donn Handicap the next month.

After another Gulfstream Park triumph in the track's Grade 1 namesake race, Cigar took his show on the road, winning five more Grade 1s over four different tracks.

The ultimate test awaited Cigar in the year-end Grade 1 Breeders' Cup Classic, where he would put an 11-race win streak on the line over his home track of Belmont Park.

There were still several obstacles against him, however. He drew post 10 in the 11-horse field, which included accomplished runners Unaccounted For, Star Standard, defending champion Concern, Tinners Way, as well as Group 1 winner Halling from Europe. Cigar would also be asked to contest over a muddy main track, which he had never done before. All of his victories on the main track had been over fast going.

Cigar broke sharply from his outside post, and Bailey let him do a little running to secure a favorable position.

“From the ten post, I had to let him run a little bit to be four wide and not seven wide,” Bailey said.

But while Bailey wanted to save ground, Cigar had different plans. Bailey tried as hard as he could to keep him in behind horses, but Cigar was moving so aggressively that he had no choice but to let him make a premature move around the far turn.

“The feeling was going out of my fingers, they were completely numb. He was pulling that hard,” Bailey said. “From the gate, he had the idea, 'You said go, now let's go'. I saw Unaccounted For and just like that he went from the four-path to the rail.

“He beat most horses by the time the field approached the far turn,” Bailey added. “When you're out on the track, you just know. They were struggling to keep up and my horse is going 80 percent. Most horses he ran against he had beat by the time they got to the far turn. He was just so good and so talented. He had a high cruising speed. He wanted to be on the lead in every jump of the race and every point of call. He was basically a brilliant miler that Bill got to go a mile and a quarter.”

Cigar proved victorious by 2 1/2-lengths over L'Carriere in the Breeders' Cup Classic and was dubbed by NYRA track announcer Tom Durkin as the, “unconquerable, invincible, unbeatable Cigar” in one of the most iconic race calls of all time.

With 1995 Horse of the Year honors wrapped up, Cigar proved himself the best horse in the country. But Cigar was much more than that for Bailey. The newly minted Hall of Fame jockey found himself going above and beyond the “doctor-patient” type of relationship he had with previous horses, even taking his 3-year-old son Justin to visit the champion the morning after the Classic.

“I wanted to spend as much time with him as I could. I would go back to the barn just to be around him and just to watch him graze,” Bailey said. “I took Justin back to the barn the morning after and that was a special moment. He was so gentle and calm when he wasn't on the track.”

Despite the perfect 10-for-10 season, there were still some who doubted Cigar.

“There were naysayers,” Bailey said. “Some people thought, 'Okay, Cigar is legit, but what happens when another horse looks him in the eye?'”

Cigar answered that question with authority when he travelled to the Middle East for the inaugural running of the $4 million Dubai World Cup in March 1996. Cigar established clear command at the top of the stretch, but Soul of the Matter loomed large and powered his way to even terms.

But Bailey said he wasn't fazed, knowing how much his horse had left.

“I was trying to save as much as I could for as long as I could. When Soul of the Matter came right up to Cigar, I was still in reserve mode,” Bailey recalled. “I could feel that motor get going again. I knew that he might get by me, but he wasn't going to beat me. He might have gotten a head in front of me for a jump or two, but I could feel Cigar reengaging and I knew he had enough to do it.”

After a repeat win in the Massachusetts Handicap and a 3 ½-length victory in the specially-designed Arlington Citation Challenge at Arlington Park, Cigar tied the 16 consecutive win record of 1948 Triple Crown winner Citation. But Cigar's memorable run came to an end after shipping to California for the Grade 1 Pacific Classic when second to longshot Dare and Go.

“At that point, he had some miles in him. He went from Florida, to Dubai, to Massachusetts, to Chicago and now Del Mar,” Bailey said.

Bailey said his plan in the Pacific Classic was to keep Cigar in striking range to that year's Grade 1 Hollywood Gold Cup winner Siphon, who was sure to be the pacesetter.

But it was a little too close for comfort as Cigar gave way in mid-stretch, thus putting an end to his winning streak.

“I asked him more than he could do,” Bailey said. “For the next two to three years, I ran that race in my mind a hundred times a year.

“I rode a horse named Geri for Mott and Paulson in the Hollywood Gold Cup that year and lost to Siphon,” Bailey added. “Siphon got away early that day and it was my intention to not let him get away. In the Pacific Classic, Corey Nakatani was on Dramatic Gold and he was intent on trying to lock me in behind Siphon. I thought that at some point he would back off, but he didn't.”

Even 25 years later, Cigar holds the highest sentimental value of any horse Bailey has ridden throughout his 30-year career.

“I wasn't ever really all that nervous when I was on him before a race because he was just that good,” Bailey said. “Not only was he good, he was consistent. His style of running was the most you could ask for. He had great speed, acceleration, and there wasn't a situation in a race that he couldn't get you out of. He had so many tools and gears. Good horses can win over broken glass and he didn't care. I don't think he liked Suffolk all that well, but he still won over the surface twice.”

When Cigar retired at the end of 1996 following a third to Alphabet Soup in the Breeders' Cup Classic at Woodbine, Bailey had piloted the horse to 16 of his 19 lifetime victories.

“They just wound up being a good fit,” Mott said of Bailey and Cigar. “It seemed like he always put him in a position to win.”

Mott said Cigar's talent was a combination of both physical as and mental superiority.

“He had the ability, but he also had the mindset to do it,” said Mott. “He showed up every time. If he had any issues or he wasn't feeling good, he ran through it anyway. As Allen Jerkens said, 'the very good ones will win, even when it's not their best day.'”

But what resonated the most for Bailey was Cigar's gentle demeanor around the barn.

“The only other horse I've seen that was like that was [2015 Triple Crown winner] American Pharoah,” Bailey said. “He loved being showed off and being with people.”

After proving infertile as a stallion, Cigar spent the rest of his days being shown off to fans visiting the Hall of Champions at the Kentucky Horse Park, where he was stabled alongside all-time greats such as John Henry and Da Hoss until he passed in October 2014 at the age of 24.

“There really was no one else like him,” Bailey said.

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Breeders’ Cup Talk with Jerry Bailey on the TDN Writers’ Room

The countdown is running to a close for the 2020 Breeders’ Cup World Championship and perhaps no one has more Breeders’ Cup memories to share than Hall of Fame jockey Jerry Bailey, who made an astounding 15 trips to the Breeders’ Cup winner’s circle during his 31-year career, including a record five wins in the Classic.

Calling in via Zoom as the Green Group Guest of the Week for Wednesday’s TDN Writers’ Room podcast presented by Keeneland, Bailey spoke on some of his favorite Breeders’ Cup moments, as well as a few of his top picks going into this weekend’s meet.

When asked which horse he would choose as his Classic mount, Bailey wavered between a few different contenders.

“I would probably choose Authentic (Into Mischief), but it’s a toss up between Improbable (City Zip) and Authentic,” he said. “If you drill down, I think Authentic is the true speed of the race and he will make the lead. I think he’s super dangerous doing that. I think it comes down to the trips. Who gets the most comfortable trip and who gets the trip that they like and they’re best at? I think it’s most likely either Authentic on the lead or Improbable in the three path stalking just a few lengths off the lead.”

This year will mark the 25th anniversary of Bailey’s win in the Classic aboard Cigar, a race that was also the 12th of 16 straight victories for the Hall of Fame duo. Cigar’s unforgettable career was recently relived in a TDN Look feature.

Bailey spoke on the pressure of being the regular rider for such a beloved racehorse.

“There is pressure on any rider that walks out on the heavy favorite, no matter who it is or what race it is, the first race or the last. So yeah, I felt it on him pretty much every time. But he was a horse that I knew I could get out of any trouble I ever got in. But my philosophy was, don’t get in trouble. If you think you’re on the best horse, then you put him in position to win. And if he’s good enough, he’s going to win.”

Another memorable Classic for Bailey was when he pulled off a 133-to-1 odds win aboard French import Arcangues in 1993.

“I knew nothing about the horse,” he said. “I didn’t even get the mount until about five days before the race. So I thought okay, I’ll talk to the trainer when I walk in the paddock. He’ll kind of clue me in. But I couldn’t find [trainer] Andre Fabre and I didn’t know what he looked like. Actually, I had never met him. There were a thousand people in the paddock, so I couldn’t find him. So my next thought was during the rider’s up, I would talk to the groom. And the groom told me everything I needed to know- in French. And I didn’t understand it. So I left the paddock on the horse not knowing anything other than what I could glean from the racing form.

Now serving as a spokesperson for the industry as a leading racing analyst for NBC Sports, Bailey gets a unique perspective from a fan’s point of view on a day-to-day basis.

“The biggest complaint I get from fringe fans is that it’s too boring. It’s too slow,” he said. “I mean, we’re in a world that if it takes 30 seconds to download something, we’re frustrated. So the time between races is kind of a drag to a lot of people. We go to a lot of Heat games and you’re entertained at every time out, from the moment the whistle blows until they start again. It’s a little different, obviously, but I think if we could provide some entertainment as informational vignettes about the jockeys, the horses, the trainers and the owners, we have to step it up a little bit because we’re playing catch up from a long time ago.”

Elsewhere on the show, in the West Point Thoroughbreds news segment, the writers shared their hottest tips looking ahead to this weekend’s racing. Is Princess Noor (Not This Time) unbeatable in the Juvenile Filles? Will the European invaders dominate in the Mile or can a U.S.-based runner get the win? And will the Distaff turn out to be a match race between Monomoy Girl (Tapizar) and Swiss Skydiver (Daredevil)? The writers examine these questions and more.  Click here to listen to the audio version. 

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From TDN Look: The Incomparable, Invincible, Unbeatable Cigar

Twenty-five years ago, Cigar put together a perfect 10-for-10 season in the middle of a streak of 16 straight wins. We remember it here.

It was the sixth race on an ordinary Friday card in October at Aqueduct some 26 years ago and there was nothing to suggest that the $34,000 allowance event would ever have any relevance. Jose Santos was aboard the favorite, a recent allowance winner who started out at Suffolk Downs named Golden Plover. Julie Krone had the mount for Tom Skiffington on second-choice Taddarruj. The third choice in the field of six was a Bill Mott-trained 4-year-old making the switch over to dirt after a lackluster 11-race run on the turf. His name was Cigar.

That’s where and how it began, on a quiet fall day at the Big A when no one could have seen this coming. Owned by Allen Paulson, Cigar started off his career in California for trainer Alex Hassinger, Jr., winning just two of nine starts. Transferred to the barn of Bill Mott, he lost another four straight races, all of them allowances on the grass. Perhaps the shift to the dirt would help. They were running out of options.

“It was just the process of elimination for us,” Mott said. “We tried him on the turf and that wasn’t working out well enough, so we switched him to the dirt. There was no magic in it.”

Cigar was dominant that day, winning by eight lengths. Twenty-one months, nine racetracks and two countries later, Cigar had pieced together an historic 16-race winning streak that is among the most extraordinary feats put together by a modern horse. It was the streak that would earn him two Horse of the Year titles, 11 Grade I wins, a spot in the Hall of Fame and legendary status. It was a streak that, for those who were part of it, will be forever etched in their memories.

I was fortunate to be there for almost all of it, 14 of the 16 wins. That was at a time when newspapers still mattered and not all had given up on horse racing. I was the racing writer for the New York Daily News, which allowed me to dart around the country, and to Dubai, to follow this horse.

“Greatness is neither easy to describe nor to qualify, but the criteria surely includes the ability to rise to any challenge, to be invincible,” I wrote after Cigar won the 1996 Dubai World Cup, his 14th straight win. “This is Cigar, a champion.”

Such breathless praise might ordinarily seem over the top, but not with this horse. He did what no other horse had done since the great Citation in 1948, who also won 16 in a row. Always show up. Always win. As the streak stretched on, through New York, California, Massachusetts, Florida, he really did seem to be invincible.

“Somebody asked me one time, ‘Was he the best horse that you ever rode?'” said Jerry Bailey, who was aboard Cigar for 15 of his 16 wins during the streak. “I think he’s almost the best horse anybody could have ever ridden.”

Click to continue reading and to watch the tribute video at TDN Look.

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The Week in Review: Why Jerry Bailey is No Fan of the Whip

The whip issue, which never seems to go away, was front and center last week as the California Horse Racing Board approved language that would severely limit the use of the whip. Under the new rules, horses can be hit on the shoulders and hindquarters, no more than two times in a row without waiting for a response and no more than six times total.

That led the Jockeys’ Guild to issue a stinging press release that expressed its displeasure with the new rules, calling the new rules “unsafe” and arguing that they “jeopardize the integrity of the sport.” The Guild also said the decision was typical of a sport that “has a long history of disrespect for jockeys, going back many, many decades.”

Hall of Fame jockey Jerry Bailey no longer has a dog in this fight. Though a former president of the Jockeys’ Guild, he’s been retired since 2006. But his opinion should matter. Not only did he ride in over 30,000 races, but, as an analyst on NBC’s racing broadcasts, he has been able to take a step back and observe racing from something other than an insider’s view. Trying his best to understand all sides of the issue, he keeps landing in the same place. Bailey doesn’t agree with his former colleagues. He says racing would be better off if whips were not allowed.

“If I were still riding, I’d probably have a different attitude,” he said. “I was probably a jockey who used the whip more than I should have. I see it from a different perspective now. I see it from somebody on the other side of the fence.”

Bailey agrees with the current riders when they say the new padded whips don’t hurt the horses, but he says the issue is bigger than that. What Bailey sees now, but couldn’t when he was riding, is a sport that has a difficult time explaining to the public why whips are necessary.

“I have heard from many people outside the sport and they say that if those horses really love to run like you say they do, then why do you whip them?” Bailey said. “That’s what I hear. I am not talking about core fans, but many people,  people who watch five or six races a year, tell me they find it offensive that horses are being whipped. Are they right or wrong? I don’t know. But that’s what they think and how they feel.”

Bailey said that racing is losing out on the opportunity to cultivate new fans because of the whip.

“If we can do away with the whip and that leads to drawing in fans who are now offended by it, that’s a small price to pay,” he said.

Whips have been part of racing since the beginning because it is assumed that their use can make the horse try harder and run faster. Bailey says that just isn’t the case.

“I have said for probably seven or eight years now, that I only had a very small percentage of horses run faster when hit,” he said. “It only works on a very few. Most horses give you all they have without hitting them. I don’t think the times of races would change much if you didn’t have whips. If everybody were on a level playing field, I don’t think a significant number of horses would be at a disadvantage. I think you would do fine without them.”

The Guild’s chief complaint with efforts to take the whip out of racing is the safety factor. Riders say the sport becomes more dangerous without the whip.

“We will continue to fight for the livelihoods and safety for our members and the betterment of our sport,” the Guild said in its statement.

Again, Bailey does not agree.

“I feel the reins are the best tool to keep your horse straight,” Bailey said. “Absolutely and without a doubt, the reins are your steering mechanism, not your whip. There are jockeys who feel you need the whip as a safety device. If a horse is out of control and is going to go over one fence or another or go over a pack of heels in a race the whip is not going to help you. You need to use the reins in that case. The reins are the tools to use and in my opinion, the whip is not going to do you much good.”

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