In 1938, as a five-year-old, Seabiscuit's success continued. On February 19, Pollard suffered a terrible fall while racing on Fair Knightess, another of Howard's horses. With half of Pollard's chest caved in by the weight of the fallen horse, Howard had to find a new jockey. After trying three, he settled on
George Woolf, an already successful rider and old friend of Pollard's. Woolf's first race aboard Seabiscuit was the Santa Anita Handicap, "The Hundred Grander" the horse had narrowly lost the previous year. Seabiscuit was drawn on the outside, and at the start was impeded by another horse, Count Atlas, angling out. The two were locked together for the first straight, and by the time Woolf disentangled his horse, they were six lengths off the pace. Seabiscuit worked his way to the lead but lost in a
photo finish to the fast-closing
Santa Anita Derby winner,
Stagehand (owned by Maxwell Howard, not related to Charles), who had been assigned less than Seabiscuit. Throughout 1937 and 1938, the media speculated about a
match race between Seabiscuit and the seemingly invincible
War Admiral (sired by Man o' War, Seabiscuit's grandsire). The two horses were scheduled to meet in three stakes races, but one or the other was scratched, usually due to Seabiscuit's dislike of heavy ground. After extensive negotiation, the owners organized a match race for May 1938 at
Belmont, but Seabiscuit was scratched. By June, Pollard had recovered, and on June 23, he agreed to work a young colt named Modern Youth. Spooked by something on the track, the horse broke rapidly through the stables and threw Pollard, shattering his leg and seemingly ending his career. Howard arranged a match race for Seabiscuit against Ligaroti, a highly regarded horse owned by the
Hollywood entertainer
Bing Crosby and Howard's son,
Lindsay, through
Binglin Stable, in an event organized to promote Crosby's resort and
Del Mar Racetrack in
Del Mar, California. With Woolf aboard, Seabiscuit won that race, despite persistent fouling from Ligaroti's jockey. After three more outings and with only one win, he was scheduled to go head-to-head with War Admiral in the
Pimlico Special in November, in
Baltimore, Maryland. Sent to race on the
East Coast, on October 16, 1938, Seabiscuit ran second by two lengths in the Laurel Stakes to the
filly Jacola, who set a new
Laurel Park Racecourse record of 1:37.00 for one mile. On November 1, 1938, Seabiscuit met
War Admiral and jockey
Charles Kurtsinger in what was dubbed the "Match of the Century." The event was run over at
Pimlico Race Course. From the grandstands to the infield, the track was jammed with fans. Trains were run from all over the country to bring fans to the race, and the estimated 40,000 at the track were joined by 40 million listening on the radio. War Admiral was the favorite (1–4 with most bookmakers) and a nearly unanimous selection of the writers and tipsters, excluding a California contingent. Head-to-head races favor fast starters, and War Admiral's speed from the gate was well known. Seabiscuit, on the other hand, was a pace stalker, skilled at holding with the pack before pulling ahead with late acceleration. From the scheduled walk-up start, few gave him a chance to lead War Admiral into the first turn. Smith knew these things and trained Seabiscuit to run against this type, using a starting bell and a whip to give the horse a
Pavlovian burst of speed from the start. When the bell rang, Seabiscuit broke in front, led by over a length after 20 seconds, and soon crossed over to the rail position. Halfway down the backstretch, War Admiral started to cut into the lead, gradually pulling level with Seabiscuit, then slightly ahead. Following advice he had received from Pollard, Woolf had eased up on Seabiscuit, allowing his horse to see his rival, then asked for more effort. Two hundred yards from the wire, Seabiscuit pulled away again and continued to extend his lead over the closing stretch, finally winning by four lengths despite War Admiral running his best time for the distance. As a result of his races that year, Seabiscuit was named
American Horse of the Year for 1938, beating War Admiral by 698 points to 489 in a poll conducted by the
Turf and Sport Digest magazine. Seabiscuit was the number one newsmaker of 1938. The only major prize that eluded him was the Santa Anita Handicap. ==Injury and return==