A falling baby, saved twice by the same man
In Detroit sometime in the 1930s, a young (if incredibly careless) mother must have been eternally grateful to a man named Joseph Figlock. As Figlock was walking down the street, the mother's baby fell from a high window onto Figlock. The baby's fall was broken and both man and baby were unharmed.

A stroke of luck on its own, but a year later, the very same baby fell from the very same window onto poor, unsuspecting Joseph Figlock as he was again passing beneath. And again, they both survived the event. (Source: Mysteries of the Unexplained)
James Dean's car curse
In September 1955, James Dean was killed in a horrific car accident whilst he was driving his Porsche sports car. After the crash the car was seen as very unlucky.
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When the car was towed away from accident scene and taken to a garage, the engine slipped out and fell onto a mechanic, shattering both of his legs.
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Eventually the engine was bought by a doctor, who put it into his racing car and was killed shortly afterwards, during a race. Another racing driver, in the same race, was killed in his car, which had James Dean's driveshaft fitted to it.