Cole Younger the three Youngers (Cole, Bob, and Jim) did not. They and another gang member, Charlie Pitts, waged a gun battle with a local posse in a wooded ravine along the Watonwan River west of Madelia, Minnesota. Pitts was killed, and Cole, Jim, and Bob Younger were badly wounded and captured. Cole, asked about the robbery, responded, "We tried a desperate game and lost. But we are rough men used to rough ways, and we will abide by the consequences." Cole, Jim and Bob pleaded guilty to their crimes to avoid being hanged. They were sentenced to life in prison at
Bob Dalton (outlaw) make one last robbery to earn enough money to leave the country. Their plan was to rob two banks in the same town at the same time to get the money and to also make history for accomplishing something that no other outlaw gang had even attempted. Their target was their old hometown of Coffeyville, Kansas. Early on Oct. 5 1892, Bob, Grat, Emmett, Powers and Broadwell entered Coffeyville. Tying up their horses in the alley across from the banks, they walked across the street dividing into two groups before entering the Condon National Bank and First National Bank. Well