On this date in 1892, upstate NY outlaw Oliver Curtis Perry robbed a train single-handedly. A daunting task to be sure, but Perry had reason to believe he could pull it off, he had robbed the same train once before in the summer of 1891.
By February 1892, the $5,000 that Perry had made from his heist of a train while it traveled between Albany and Utica, NY had just about run out. Being a practical man, he decided to go with what worked before and rob the same train he had robbed five months earlier.
On the evening of February 20th, Perry stood on the platform at the Syracuse, NY train station as the American Express Special arrived. Conductor Emil Laas noticed Perry standing on the platform and found it odd that someone would be there, considering that the Express carried no passengers. As the train left the station, Perry jumped onto one of the cars and climbed up to the roof. Once Perry had positioned himself accordingly on top of the express car, he donned a mask and affixed a makeshift rope ladder to the roof rail.
Shortly after the train left Syracuse, messenger Daniel McInerney heard glass break in the messenger car. He looked up to see a masked man holding a large revolver crashing through the window. The man ordered him to put up his hands. McInerney drew his own pistol, and both men exchanged shots. McInerney’s missed, while the robber’s shot hit McInerney in the gun hand. McInerney reached up and pulled the emergency stop cord, but the robber shot him in the thigh, then shot him again, grazing McInerney’s head.
As Perry rummaged through the car looking for valuables, the train came to a halt and crew members descended on the messenger car. Perry pointed his pistol at them and ordered them to get the train moving again. The crew complied, and the train continued on to Port Byron, NY. When the train stopped at the Port Byron station, the crew members, who had armed themselves, returned to the messenger car only to find that the robber was gone. Assuming he had jumped off the train, they continued on to Lyons, NY.
Unbeknownst to the train’s crew, Perry had not jumped from the train, but had retreated to the roof. When the train arrived in Lyons, it was met by the local constable and a doctor to treat Daniel McInerney. As they took the wounded messenger from the train, Perry jumped down and made his way to another platform. Conductor Laas saw the bespectacled man in a derby hat, and recognized him as the man who was standing on the platform in Syracuse.
When Perry realized he had been spotted, he jumped onto a locomotive, fired it up, and took off. Two rail employees and a local deputy uncoupled another locomotive and gave chase on a parallel track. Now, unlike a car chase, a train chase doesn’t leave you with too many options. You can go forward, you can go in reverse, and you can stop. There are no alleyways or side streets to duck into, and there’s no room for Steve McQueen-style driving. Soon after Perry had exhausted all of his options for evading capture (including exchanging gunfire with his pursuers), his train exhausted its steam outside the village of Newark, NY, leaving the robber to flee on foot.
Perry stopped at a local farm, where he stole a horse. When the horse was exhausted, he went to another farm where he stole another horse. Soon that horse too was unable to go on. Perry continued on foot with a posse hot on his trail. He then made his way into a swamp. Exhausted from hours of running, Perry holed up at an old stone wall where he prepared to make his last stand.
The posse eventually located Perry and surrounded him. After a long standoff, Perry called out requesting to speak with one of the lawmen. Deputy Jerry Collins agreed to lay down his gun and speak with Perry. Collins attempted to convince Perry to surrender, but the outlaw was hesitant to give up and face life in prison. During the negotiations, Perry became momentarily distracted by a noise behind him. Collins saw his opportunity. He overpowered Perry, disarmed him, and wrestled him into a pair of handcuffs.
Messenger Daniel McInerney survived his wounds, so Perry was spared facing a murder charge. He was convicted and sentenced to 49 years in prison for the robbery. After multiple escape attempts, and several long stints in solitary confinement, Perry went mad and was transferred to the state hospital for the criminally insane in Matteawan, NY. He escaped from Matteawan in 1895, but was captured the next week in New Jersey. He was later transferred to the insane asylum in Dannemora, NY, where he gouged out both of his eyes with pieces of metal, permanently blinding himself. Oliver Curtis Perry died in the mental hospital in Dannemora in 1930. He was 64.
Further reading:
Wanted Man, by Tamsin Spargo
