Jack Sheppard (4 March 1702 – 16 November 1724) was a notorious English thief and gaol-breaker of early 18th-century London. Born into a poor family, he was apprenticed as a carpenter but took to theft and burglary in 1723, with little more than a year of his training to complete. He was arrested and imprisoned five times in 1724 but escaped four times from prison, making him a notorious public figure, and wildly popular with the poorer classes. Ultimately, he was caught, convicted, and hanged at Tyburn, ending his brief criminal career after less than two years. The inability of the notorious "Thief-Taker General" Jonathan Wild to control Sheppard, and injuries suffered by Wild at the hands of Sheppard's colleague, Joseph "Blueskin" Blake, led to Wild's downfall.

Sheppard was as renowned for his attempts to escape from prison as he was for his crimes. An autobiographical "Narrative", thought to have been ghostwritten by Daniel Defoe, was sold at his execution,[1] quickly followed by popular plays. The character of Macheath in John Gay's The Beggar's Opera (1728) was based on Sheppard, keeping him in the limelight for over 100 years. He returned to the public consciousness around 1840, when William Harrison Ainsworth wrote a novel entitled Jack Sheppard, with illustrations by George Cruikshank. The popularity of his tale, and the fear that others would be drawn to emulate his behaviour, led the authorities to refuse to license any plays in London with "Jack Sheppard" in the title for forty years.

Escaped prison 4 times.

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