[7][8] Reiff traveled to the United Kingdom with Wishard in 1896 to race for the stable of Tammany Hall boss Richard Croker.

In October 1901, Lester Reiff and his younger brother John were reprimanded by the Jockey Club for alleged race fixing by "pulling" or slowing the horse so it will not win.

The local stewards (racecourse officials) were unsatisfied by the brothers' explanations and so referred the matter to the Jockey Club.

[12] Lord Durham also accused the brothers of involvement in a horse doping ring along with Enoch Wishard and other American gamblers.

Lester Reiff became a real-estate broker and venture capitalist, managing the property of his family and several friends until his death on October 10, 1948, in Alameda.