Tip on a Dead Jockey

Tip on a Dead Jockey is a 1957 film drama starring Robert Taylor. It is based on the The New Yorker 1954 short story by Irwin Shaw.

She tracks him down in Madrid, Spain, where it turns out Lloyd is drinking and gambling heavily. He is tormented by having ordered so many Air Force pilots to their death on dangerous missions. He also is strangely attracted to Paquita, the wife of his friend and fellow pilot Jimmy Heldon.A mysterious man named Bert Smith, aware that Lloyd is down on his luck, offers him 25,000 to do something illegal and dangeroustransport currency from Cairo to Madrid, dropping the box of cash in midair. Lloyd has wagered his last 1,000 on a horse race. He says if the horse wins, he wont need Smiths offer, but the race ends tragically with the jockey killed. Lloyd suspects foul play. ........

Source: Wikipedia