This Albumen photograph was taken in 1901 of Winnie O’Connor after winning the Futurity aboard Yankee at Sheepshead Bay Race Track in present day New York City. The Futurity was first run in 1888, being the largest purse awarded in America at the time. Later, after a series of moves finally to Belmont Park in 1915, the rich purse remained greater than the Belmont Stakes until 1956. Today the race is named The Belmont Futurity.

O’Connor is being hoisted after winning the race by two men, one to the viewer’s left appears to possibly be John Madden. A typed notation affixed to the reverse of the frames packaging states, This is the famous Winnie O’Connor, Dad’s jockey. Picture taken immediately after he won the futurity on Yankee. This image is from the John Madden household of Hamburg Place Farm, Lexington, Kentucky.