Cassidy returned to Hole in the Wall, where he planned his next job. Cassidy and Elza Lay and Bob Meeks would rob the mining payroll at Castle Gate, Utah. The payroll arrived via train from Salt Lake City. Cassidy patiently watched the trains every day to watch the railroad employees' routine. On the appointed day, April 21, 1987, he made his move. The outlaws jumped the officials just as they were carrying the money into their office. The outlaws got away with $8,800 in gold and silver. They hid at Robber's Roost until the excitement died down. They got bored, though, and rode north to Wyoming. They shot up the small towns of Dixon and Baggs.
Their next big job was on June 2, 1899. The picked a train near Wilcox, Wyoming. They blew up a bridge as the train was crossing. They blew out the door of the express car and then blew the door off the safe. They got about $30,000 in unsigned bank notes. Flat Nose George Curry, Harvey Logan (Kid Curry), and Elza Lay, and three others pulled the job. Because of Cassidy's promise to the Wyoming governor, it is thought that he didn't directly participate in this robbery, but did direct how it should be carried out. Several posses chased the robbers but their efforts were futile. The gang split up the money and hid out at Robber's Roost.
After resting, Cassidy, Lay, and Kid Curry fled to New Mexico. Cassidy hired on as a ranch hand at the WS Ranch. One by one, several other members of the Wild Bunch also hid out by hiring on as hands. The owner may or may not have known who they were, but he did know that rustling came to a halt while they were there. On July 11, 1899, a train was robbed near Folsom, New Mexico. The robbery was executed in the same manner as the robbery at Wilcox. It was pulled off by Lay, Kid Curry, and Sam Ketchum. The law got the last laugh on this one-the express car had no money. A posse chased them down and Ketchum and Lay were both injured. Ketchum later died from his wound. Lay was later given up by the man at whose ranch he was recuperating. He was tried for murder of Sheriff Farr, who was killed in the shootout after the holdup. He was sentenced to life in the New Mexico penitentiary. Cassidy was probably not part of this holdup either, but he came under scrutiny because he was known to be their leader. He decided to leave the WS ranch before the law could take him in.
