In September 1840 he escaped for good, being known as Jackey Jackey, with Paddy Curran. Westwood was “out 7 months in the bush under Arms” and avoided being captured by hiding in the mountains. Curran did not have the same beliefs and views on robbery as Westwood. Together they robbed Phillip Parker King’s house and Curran, tempted by revenge, raped King’s wife. Westwood did not approve of this at all so beat Curran up, stole his horse, guns, and ammunition, and declared that if they ever met again, Westwood would kill him. Jackey Jackey was a very courteous robber, never actually killing any of his victims. He mainly stole racing horses (to ensure a quick getaway), clothing, guns, ammunition, money, and necessities of living. Along with not hurting his victims, he would never dare to be rude to women. Jackey Jackey often times showed up in a suit to a robbery, being declared the “gentleman bushranger.” In total he was captured only twice, but escaped both times. A sign was posted across Australia calling for him to be caught, dead or alive, but even the reward did not seem to tempt anyone to attempt to capture Jackey Jackey.
In 1841 Jackey Jackey was caught at an inn near Berrima. Tried for robbery of firearms and a mare, Jackey Jackey was taken to Darlinghurt Jail and sentenced to life imprisonment. Escaping for a short period, Jackey Jackey hid up a tree. Being caught shortly after, he was sent to Cockatoo Island, Port Jackson. Not giving up his freedom, he tried to escape once again by swimming to Balmain, but was caught by Water Police. Shipped to Port Arthur, Jackey Jackey once again tried to escape from the ship on the way to the port. Once again escaping, Jackey Jackey returned to his life of robbery to be captured shortly later. Escaping and being captured once again, he was sentenced to serve 12 months imprisonment with hard labor and 3 months in solitary confinement on November 7, 1843.
The next year W. T. Champ promoted Jackey Jackey to be on a boat crew of his. After rescuing two men from drowning, Jackey Jackey was removed from Port Arthur to probation at Glenorchy in May 1845. Temptation got the best of him, though, and Jackey Jackey stole guns and ammunition. Jackey Jackey was tried on September 4, 1845, in the Hobart Supreme Court. Sticking to his beliefs and not hurting anyone, he was sentenced to life in prison on Norfolk Island.
Again planning to escape, Jackey Jackey instructed the other prisoners on Norfolk Island to keep their tins and knives for a planned attack. On July 1, 1846, Jackey Jackey led an attack against the guards of the jail in order to escape. Three constables and an overseer were killed in the attack, but the inmates were not successful. At only 26 years old, Jackey Jackey was finally tried and sentenced to be hanged on October 13, 1846. Jackey Jackey was buried in unhallowed ground.
Copyright 2006, updated continuously, ISSN 1833-7538, published by Australian National University http://www.adb.online.anu.edu.au/biogs/AS10489b.htm