Richard Lee McNair (born December 19, 1958) is a convicted murderer known for his ability to escape and elude capture. In 1987, McNair murdered one man and shot a second man four times during a botched robbery. He is currently serving two terms of life imprisonment for these crimes.

After McNair's arrest, he escaped three times from three different institutions using various creative methods. On his first attempt he used lip balm to squeeze out of a pair of handcuffs. He escaped a second time by crawling through a ventilation duct. In his last escape from a federal prison in April 2006, he mailed himself out of prison in a crate.[1] This resulted in his mugshot being featured a dozen times on the TV show America's Most Wanted, and made him one of the top fifteen fugitives wanted by US Marshals. McNair traveled to Canada twice in order to evade capture, traveling across the country for over a year before being apprehended in a random police check. Much of what the public knows about McNair's escape and his time as a fugitive is through McNair's prison correspondence with a Canadian journalist, Byron Christopher.

Escaped from prison 3 times

https://en.wikipedia.org/wiki/Richard_Lee_McNair