The place of meeting previously agreed upon was a spot about two miles east from the bridge, across the Lamine river, and the time appointed was at 3 o'clock Friday evening, July 8th. There were designated stopping places on all the roads. The Jameses under assumed names were acquainted personally with a number of very respectable people along the route travelled by them, and therefore had no difficulty in obtaining comfortable quarters and receiving a hospitable welcome. And so of the others of that band—"on mischief bent"—they all had good quarters on Thursday night, and as only two travelled together on a road, no suspicion was aroused on account of their presence.
The robbers came by pairs to the rendezvous. They had all assembled by 4 o'clock in the evening. Some of them went without their dinners that day. Here the whole band remained until sundown on the evening of the 8th.
The place selected was at a deep cut known as Rocky Cut, about four miles east of Otterville, in Pettis county, Missouri, on the line of the Missouri Pacific railroad. Three of the band, Bob Younger, Clell Miller and Charlie Pitts, were detailed to capture the watchman at the bridge. Bill Chadwell and Hobbs Kerry, it appears, were assigned the duty of taking care of the horses. A dense piece of timber land adjacent to a field was selected as the place of concealment. The express train bound east was due at that spot about 11 o'clock at night. The robbers did not arrive at the designated rendezvous until some time after the curtains of night had been drawn over the scene. At a little after 9 o'clock, Younger, Miller and Pitts went down to the bridge, and were hailed by the watchman. They were close upon him, and with drawn revolvers and fearful oaths they commanded him to surrender. The helpless watchman could not do otherwise. They took him in charge and secured his signal lanterns.
"What are you going to do with me?" asked the astonished watchman.
"You keep still," was the reply.
"But you ain't going to hurt me?" he inquired.
"What do we want to hurt you for? We want that money on the train, that's all we care for," was the reply he received.
The whole party walked up the track to the mouth of the cut. It was about half past ten o'clock. A heap of rocks and a number of old cross ties were piled across the rails. Then the cunning brigands sat down quietly in the darkness to await the coming of the train. The horses of the robbers were about fifty yards away ready to be bestridden, and fresh enough to make a long journey if that should be necessary. Crouched there, they were silent as the broken fragments of rocks which lay scattered around them. They had not long to wait. A distant rumbling was heard, like the first low mutterings of thunder before the storm cloud appears. Then it grew louder and shriller like the raging wind. It was the train.
The robbers were not asleep. Charlie Pitts had been detailed to display the red lantern—the danger signal—as the train came thundering around the curve into the cut. He performed his part of the programme well. Precisely at the right spot the train came to a standstill. The engineer had reversed his engine and put on the air brakes.
Instantly the train was boarded by a number of masked men, said to have been twelve at least, all heavily armed. Guards were placed at each end of the cars, and the leader boarded the express car, compelled the messenger under threats of immediate death to open his safe, and then the contents were emptied out into a sack, and the car was thoroughly searched for valuable packages. The result was about $17,000 were secured and carried away for the use and behoof of the robbers.