2007: two-year-old season Raven's Pass began his career as an unconsidered outsider in a maiden race at
Yarmouth in July, which he won at odds of 20–1, ridden by David Kinsella. Later in the same month, he scored a five-length victory over better opposition in the Listed
Winkfield Stakes at
Ascot. His progress continued when he stepped up to group race level for the first time and won the Group 3
Solario Stakes at
Sandown by seven lengths. In his final start as a two-year-old, he was sent off as second favourite for the Group One
Dewhurst Stakes at
Newmarket and finished behind juvenile champion
New Approach.
2008: three-year-old season The first half of Raven's Pass's three-year-old career was marked by a run of notable performances, narrow defeats, and the establishment of a long-running series of encounters with the Irish colt
Henrythenavigator. In April, he was prepared up for the first Classic by running a short-head second to the top-class
Twice Over in the Group III
Craven Stakes at Newmarket. Three weeks later, he returned to Newmarket for the Group I
2,000 Guineas. In a strong field, he ran fourth, four and a half lengths behind Henrythenavigator. The pair met again in the Group One
St James's Palace Stakes at Royal Ascot in June.
Henrythenavigator prevailed again, but the margin was reduced to three quarters of a length. After a trip to France, in which Raven's Pass finished runner-up to Tamayuz in the Group One
Prix Jean Prat, he lined up against Henrythenavigator for the third time in the Group I
Sussex Stakes at
Goodwood in July. The result was the same as before, but this time the margin of victory was a head. The final meeting between Raven's Pass and
Henrythenavigator came a month later in the
2008 Breeders' Cup Classic at
Santa Anita. In this race, Fortune was replaced as the colt's jockey by
Frankie Dettori. American
Champion Curlin took the lead early in the straight but was passed by the two European colts, with Raven's Pass claiming the victory to become the first English-trained winner of the Classic. ==Assessment==