GREATEST HIT is a gelding by Canford Cliffs (IRE), out of the Gitano Hernando (GB) mare Whose That Girl. Purchased by Hollywood Racing privately, he was bred by Ridgemont.
Name: GREATEST HIT
Named By: Ridgemont
Sex: Bay Gelding
Sire: Canford Cliffs (IRE)
Dam: Whose That Girl
Damsire: Gitano Hernando (GB)
DOB: 14 October 2022
Gelded: 23 June 2025
Breeder: Ridgemont
Trainer: Wengesai “Vengi” Masawi
Record: 3-1-2
UPDATES – Greatest Hit
December 11th, 2025
He has gone to Nicole at Hollywoodbets Life After Racing to recover from his injury.
November 18th, 2025
751 – GREATEST HIT wins Race 3 over 1400m on the Hollywoodbets Greyville polytrack with ease. The son of Canford Cliffs was ridden to victory by Hollywood Racing-retained Jockey Sean Veale. He is trained by Hollywoodbets-sponsored Wengesai “Vengi” Masawi and was bred by Ridgemont. Race Replay / Interview.
November 7th, 2025
Raced over 1400m at Hollywoodbets Greyville on the turf. Finished 2nd out of 8 runners.
Anthony Delpech post-race comment: A good run. I felt if he had not been impeded he would have won.
September 26th, 2025
Raced over 1200m at Hollywoodbets Greyville. Finished 3rd out of 9 runners.
Anthony Delpech post-race comment: A good third on debut. He will improve a lot from the run, stepping up in trip next time.
June 23rd, 2025
He was gelded today.
May 7th, 2024
Hollywood Racing purchased Greatest Hit who is a Canford Cliffs (IRE) bay colt out of the dam Whose That Girl (by Gitano Hernando) privately. He is bred by Ridgemont.