Humpty Jackson

Who was Humpty Jackson?

Thomas "Humpty" Jackson was a New York criminal and last of the independent gang leaders in New York's underworld during the early 20th century. Reportedly well read, Jackson was said to be an admirer of such writers such as Voltaire, Charles Darwin, Leonard Huxley and Herbert Spencer as well as various Greek and Latin texts. He was, however, known to be a violent man who regularly carried three revolvers, including one in his derby hat and another slung under his hunchback.

Although little is known of his early life, Jackson was uncommonly possessed an educational background despite his reputation as a ruthless criminal whose gang numbering fifty men included street thugs such as Spanish Louie, Kid Ruhl, the Grabber, and the Lobster Kid.

Based out of an old graveyard located between First and Second Avenues bound by 12th and 13th Street in Manhattan, Jackson was said to give out assignments from blackjacking to murder for hire to his followers while sitting atop a tombstone. Although involved in organizing and planning, specifically armed robberies, burglaries and looting of warehouses, Jackson rarely participated in the actual criminal activities. However, on the evening of May 21, 1900, Jackson stabbed New York City policeman William J. Tynan five times. Tynan and his partner had been looking for Jackson because he was suspected of having stolen a gold watch and chain. The two policemen managed to arrest Jackson despite Tynan's having been stabbed. In 1902, Jackson fired four shots at Detective Edward Reardon, for which he served 30 months in Sing Sing. Reardon arrested Jackson again in May 1907 for robbing young women. At his arraignment, Jackson complained to the magistrate that he was being hounded by the detective, stating that "Reardon is dead sore on me and gave me my bit. My only crime is that I'm popular." As of 1905, the Humpty Jackson Gang was considered among the "big four", along with the Cherry Hill and Five Points Gangs, which dominated the Lower East Side.