Herbert M. Woolf

Herbert M. Woolf (October 11, 1880 – September 22, 1964) was an American businessman and Thoroughbred racehorse owner.

Herbert Morris Woolf was born on October 11, 1880, and graduated from Central High School in 1898.

In 1933, Woolf paid $500 for Insco (1928–1939), a son of the great sire Sir Gallahad III. Insco would sire a number of successful stakes winners including two by the mare, Margaret Lawrence. Their first was the 1938 Kentucky Derby winner, Lawrin, and the second the 1940 Kentucky Oaks winner, Inscolassie. Lawrin won the 64th running of the Kentucky Derby, beating C. V. Whitney's colt, Dauber. Lawrin's jockey was U.S. Racing Hall of Fame inductee, Eddie Arcaro. His trainer was another Hall of Fame inductee, Ben A. Jones. Lawrin is buried next to his sire at the former Woolford Farm, now Prairie Village, Kansas.

Woolf had hired Ben Jones after he had established a reputation of training and breeding horses at the family ranch in Parnell, Missouri. Ben was accompanied by his son Jimmy Jones. After Lawrin won the Kentucky Derby the two trainers went to work for Warren Wright, Sr. at Calumet Farm. At Calumet the two trained seven horses that won the Kentucky Derby including two Triple Crown of Thoroughbred Racing winners.