In April 1862, Pittenger and several other soldiers, including William Campbell are posted outside Nashville under orders from General Mitchell. Andrews rides in to speak to Mitchell, who assigns him the mission of hijacking a train behind Confederate lines and destroying the bridges along the Western and Atlantic Railroad in order to delay reinforcements against Mitchell's planned attack on Chattanooga, as well as cripple the Confederate army's supply lines; possibly putting an end to the war. Pittenger, Campbell, and several more soldiers meet Andrews the next night on a hillside where he explains the mission, and tells them to arrive in Marietta, Georgia by April 10. Over the next few days the men make their way south through Confederate territory in small groups so as not to draw suspicion. Pittenger and Campbell rendezvous with Andrews and two others at an inn on the Tennessee River, but heavy rain causes Andrews to delay the attempt for a day.