A pilot killed after crashing his plane in Nashville reportedly had a peculiar history with Taylor Swift.

According to WSMV-TV, who cited internal records from the National Transportation Safety Board, 45-year-old Michael Callan tried to land his small, private aircraft amid dense fog at Nashville Airport in 2013, leading to a fatal accident. NTSB determined he was legally drunk, and had been the only passenger on the plane. He was reportedly meant to fly to Pelee Island Airport in Ontario, Canada, but instead changed course to Nashville, where Swift was living at the time.

The records indicate Callahan underwent a mental health evaluation the previous year, which revealed he'd penned several letters to Swift with "the flavor of stalking." He also listed the "Delicate" singer as his emergency contact on his membership application to the Windsor Flying Club, where he rented the plane.

According to WSMV-TV, Callahan had a criminal history in Canada as documented by local media. He reportedly robbed five banks in eleven months in Windsor and was dubbed “Windsor’s most famous bank robber."

Swift, for her part, has had to deal with several stalkers throughout her career. Most recently, a man who violated a 2016 restraining order filed by Swift was sentenced to 10 years probation.

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