The mound, a marvel of solidity for a decade, was uprooted whole and began to shudder along in one murderous mass. It rolled over the San Diego and Arizona railroad tracks that fed the racetrack, tearing them out. Moving as if animated with destructive desire, it gurgled down the backstretch, banked around the far turn, bore out in the homestretch, and mowed down the entire grandstand. It made a beeline for the Monte Carlo Casino, crashing straight through its walls and cracking it wide open. Then, like a mighty shit Godzilla, it slid out to sea and vanished.13
For two days the track was underwater, stranding a cluster of grooms and loose horses atop a spit of land. People scurried in and out of what was left of the casino, pushing wheelbarrows brimming with silver dollars scooped up from the opened vaults. As the water subsided, grooms combed the town for the freed horses. Most had vanished in the hills, never to be reclaimed. But one man’s loss was another man’s gain. Impoverished mountain-dwelling Mexicans, who usually got around on wormy little burros, were soon cantering through town in high style, straddling blue-blooded Thoroughbreds worth a lifetime of their income. The Tijuana horsemen, long accustomed to calamity, wrote off the horses, picked up, and went on. They were racing again in a couple of days.
Soon afterward, a new $3 million racetrack called Agua Caliente was built just down the road. The old Tijuana track was reduced to a squatter’s haven, and Pollard and Woolf set up shop across town.
Woolf immediately ruled the roost at Agua Caliente. Riding the best horse at the track, Gallant Sir, he won the 1933 Agua Caliente Handicap, one of the world’s most prestigious races. In 1934 Woolf and Gallant Sir were set to defend their title.14 On the morning of the race, Woolf was scheduled to give the horse a light gallop. But at the appointed hour the rider was nowhere to be found. Trainer Woody Fitzgerald jumped in his car and drove to Woolf’s house. He found the Iceman sprawled across his bed, too absorbed in a cowboy magazine to bother going to his job. Fitzgerald fired him on the spot. Woolf went back to reading.
Fitzgerald sped back to the track and began a frantic hunt for a last-minute replacement. Pollard didn’t have a mount in the race, so Fitzgerald let him ride. Pollard rode flawlessly and won. Gallant Sir had won more than $23,000 that day, and Pollard’s cut was the biggest payday of his life. It was only the third stakes win of Pollard’s career, and in a backward kind of way, he owed it to Woolf. It would be four years before he was in a position to repay him.
The days of large life and uncomplicated success were fleeting. For Woolf, the longest shadow on his life surfaced a few years into his career. Its most evident manifestation seemed innocuous enough: Woolf was prone to nodding off.15 He would spend his days off stretched out in bed, snoozing. At parties, he was known to fall asleep in mid-conversation. His wife, Genevieve, and his friend Bill Buck were so concerned about his sudden attacks of sleep that they chauffeured him everywhere. Between races, Woolf climbed atop the jockeys’ lockers and curled up in the arms of Morpheus. He took napping so seriously that he eventually staked out a secret nest on the track roof, tucked in behind a chimney. Roused as the jocks’ room custodian shouted the traditional prerace call of “Jockeys! Jockeys!” Woolf would slip downstairs, wake himself with a tall Coca-Cola spiked with a couple of drops of ammonia, blot his lips, mutter, “Let’s go get this money and go home,” and stride into battle.
To almost everyone in the jockeys’ room, Woolf’s perpetual sleepiness was just another of his many eccentricities. To Woolf, Genevieve, and a few close friends, it meant something entirely different: insulin- dependent, Type I diabetes.16
His disease apparently surfaced in 1931, shortly after Caliente opened. Diabetes has never been easy to live with. In the 1930s it was hellish. Insulin had only been discovered about a decade before Woolf’s diagnosis. Glucose levels were monitored by testing urine, which could only measure glucose present in the blood eight hours earlier. Trial and error was the only method physicians had to figure dosage, additives had not been developed to improve the absorption of the hormone, and the proper diet for diabetes management was not yet fully understood. As a result, patients like Woolf could never truly control their illness. Giving himself repeated daily shots of canine insulin in the abdomen, arm, or leg, Woolf almost certainly spent his days boomeranging between insulin gluts and deficits. The result was frequent sickness—nausea, vomiting, extreme thirst, and hunger—occasional irritability, and exhaustion.
It also created a perilous dilemma. Woolf was in a career in which staying light was of paramount importance. He was not a natural lightweight; fellow jockeys dubbed him “Old Lead Pad.” This was a problem facing nearly every jockey, but with the onset of his diabetes, Woolf’s problems were compounded. In most patients, Type I diabetes spurs the appetite, sometimes to extremes. Insulin injections encouraged Woolf to gain weight, and to manage his diabetes he needed to consume regular, high-protein, low-carbohydrate meals—meats were recommended—which also added pounds. Between 1931 and 1932 Woolf’s weight jumped by almost 10 percent, to 115, too high to ride most horses.
He faced a wrenching conflict. To perform in the sport he was born for, he had to be very thin, but to survive his disease, he had to maintain habits that made thinness virtually impossible. He tried to find a happy medium, taking his insulin regularly, eating thick steaks, and reducing the extra weight off. Genevieve worried about the reducing and tried to stop him, but he appears to have found ways to do it anyway. He was an avid follower of Frenchy Hawley’s methods. Though Frenchy’s concepts of reducing were in some cases medieval, they were generally safer than those the jockeys dreamed up on their own, so Woolf probably benefited as a result. But his reducing, combined with the blunt-instrument character of diabetes treatment in the 1930s, made controlling his blood sugar extremely difficult. At times he seemed to hover on the edge of passing out. Trainer George Mohr remembered that Woolf sometimes rode while appearing strangely ashen, while Woolf’s friend Sonny Greenberg recalled incidents in which he found the rider slumped in the jockeys’ room, too ill to speak.
So Woolf made another concession to his disease. He began to restrict his riding to top horses assigned high imposts. Occasionally, as a favor to an old gyp trainer friend, he would agree to ride a cheap horse. Woolf weighed a lot more than the imposts assigned to most of these horses, but somehow he was able to circumvent the rule requiring riders to be within five pounds of the assignment. His skills negated the handicap; he once won on a horse carrying fifteen pounds more than his impost.
But these sojourns on cheap horses were rarities. Usually he rode only about four times a week, nearly all classy horses, rarely more than one a day. Over the course of a year, he rode one hundred and fifty to two hundred mounts, compared with as many as one thousand for other top riders. Incredibly, in spite of his small number of total mounts, his soaring win percentage invariably placed him near the top of the national jockey rankings for purse money won. In one season Eddie Arcaro nosed him out for the money-winning title, but only by riding
Woolf’s habit of minimal riding for maximum purses allowed him to survive as a jockey, but he knew he was walking a very fine line. In his era, even simple lacerations often left diabetics with savage infections that necessitated limb and digit amputations, a consequence of the disease’s ravaging effect on circulation and immunity. To minimize the risk of being cut in a spill, he tried to avoid very young, inexperienced horses. On the rare occasions when he rode a green horse, he used a custom-made, reinforced saddle and slip-proof girth.19 But Woolf knew that infection and amputation were the least of his worries. If he played the balance of diabetes management and reducing wrong, he could faint in the saddle while moving at forty miles per hour. It was probably the only thing that ever really scared him.
At roughly the same time that Woolf started his potentially deadly gamble, Pollard engaged in a gamble of his