Professional Career
Boles, who was represented by agent Thom Darden, was drafted in the eleventh round of the 1991 NFL Draft with the 291st overall selection by the Dallas Cowboys as part of Jimmy Johnson's rebuilding efforts. He was part of a Cowboy draft class that included three first round selections (Russell Maryland, Alvin Harper, and Kelvin Pritchett), eleven picks in the first four rounds and eighteen overall selections. Boles was assigned rookie initiation duties of washing Emmitt Smith's Pathfinder, but instead of washing the car disappeared with it for two days while bingeing. He eventually tested positive and was released by the Cowboys. The Cowboys placed him on the reserve non-football injury list in August 1991. He then played a season with the San Antonio Riders of the World League of American Football for most of a season until he got mixed up in criminal activity. At first, he mysteriously disappeared from practice on a day of random drug testing. Before the disappearance, his World League performance had enabled Boles to get signed as a free agent by the Cowboys in early April 1992, but by June the team released him.
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