McNair's first escape attempt occurred at the Minot municipal police station in 1988, shortly after he had been arrested. McNair's first period as a fugitive lasted only a few hours, after which McNair was quickly recaptured. After his initial arrest, McNair was handcuffed to a chair and left in a room with three detectives. McNair used lip balm, which he had in his pocket, as a lubricant to squeeze his hands free from the handcuffs. McNair then led police on a chase on foot through the town, eventually being chased up a three-flight stairway in an effort to evade capture. After becoming surrounded by police on the roof of a three-story building downtown, McNair attempted to jump to a tree branch to escape arrest, but the branch broke. McNair landed on the ground and hurt his back, after which he was easily apprehended. After McNair was released from the hospital, he was moved to the Ward County Jail in Minot. In February 1988, sheriff's deputies discovered another escape attempt when, after moving McNair to another cell, they found two cinder blocks partially chiseled out from the cell in which he was being held.