Anderson and his men rested in Texas for several months before returning to Missouri. Although he learned that Union General
Egbert B. Brown had devoted significant attention to the border area, Anderson led raids in
Cooper County and
Johnson County, Missouri, robbing local residents. On June 12, 1864, Anderson and 50 of his men engaged 15 members of the
Missouri State Militia, killing and robbing 12. After the attack, one of Anderson's guerrillas scalped a dead militiaman. The next day, in southeast Jackson County, Anderson's group ambushed a wagon train carrying members of the Union
1st Northeast Missouri Cavalry, killing nine. The attacks prompted the
Kansas City Daily Journal of Commerce to declare that rebels had taken over the area. Anderson and his men dressed as Union soldiers, wearing uniforms taken from those they killed. In response, Union militias developed hand signals to verify that approaching men in Union uniforms were not guerrillas. The guerrillas, however, quickly learned the signals, and local citizens became wary of Union troops, fearing that they were disguised guerrillas. On July 6, a Confederate sympathizer brought Anderson newspapers containing articles about him. Anderson was upset by the critical tone of the coverage and sent letters to the publications. In the letters, Anderson took an arrogant and threatening yet playful tone, boasting of his attacks. He protested the execution of guerrillas and their sympathizers, and threatened to attack
Lexington, Missouri. He concluded the letters by describing himself as the commander of "Kansas First Guerrillas" and requesting that local newspapers publish his replies. The letters were given to Union generals and were not published for 20 years. In early July, Anderson's group robbed and killed several Union sympathizers in
Carroll and
Randolph counties. On July 15, Anderson and his men entered
Huntsville, Missouri and occupied the town's business district. Anderson killed one hotel guest whom he suspected was a U.S. Marshal, but spoke amicably with an acquaintance he found there. Anderson's men robbed the town's depository, gaining about $40,000 () in the robbery, although Anderson returned some money to the friend he had met at the hotel.
Growing infamy In June 1864, George M. Todd usurped Quantrill's leadership of their group and forced him to leave the area. Todd rested his men in July to allow them to prepare for a Confederate invasion of Missouri. As Quantrill and Todd became less active, "Bloody Bill" Anderson emerged as the best-known, and most feared, Confederate guerrilla in Missouri. By August, the
St. Joseph Herald, a Missouri newspaper, was describing him as "the Devil". As Anderson's profile increased, he was able to recruit more guerrillas. Anderson was selective, turning away all but the fiercest applicants, as he sought fighters similar to himself. His fearsome reputation gave a fillip to his recruiting efforts.
Jesse James and his brother
Frank were among the Missourians who joined Anderson; both of them later became notorious outlaws. General
Clinton B. Fisk ordered his men to find and kill Anderson, but they were thwarted by Anderson's support network and his forces' superior training and arms. Many militia members had been
conscripted and lacked the guerrillas' boldness and resolve. In 1863, most Union troops left Missouri and only four regiments remained there. These regiments were composed of troops from out of state, who sometimes mistreated local residents, further motivating the guerrillas and their supporters. The Union militias sometimes rode slower horses and may have been intimidated by Anderson's reputation. On July 23, 1864, Anderson led 65 men to
Renick, Missouri, robbing stores and tearing down
telegraph wires on the way. They had hoped to attack a train, but its
conductor learned of their presence and turned back before reaching the town. The guerrillas then attacked
Allen, Missouri. At least 40 members of the
17th Illinois Cavalry and the Missouri State Militia were in town and took shelter in a fort. The guerrillas were only able to shoot the Union horses before reinforcements arrived; three of Anderson's men were killed in the confrontation. In late July, the Union military sent a force of 100 well-equipped soldiers and 650 other men after Anderson. On July 30, Anderson and his men kidnapped the elderly father of the local Union militia's commanding officer. They tortured him until he was near death and sent word to the man's son in an unsuccessful attempt to lure him into an ambush, before releasing the father with instructions to spread word of his mistreatment. On August 1, while searching for militia members, Anderson and some of his men stopped at a house full of women and requested food. While they rested at the house, a group of local men attacked. The guerrillas quickly forced the attackers to flee, and Anderson shot and injured one woman as she fled the house. This action angered his men, who saw themselves as the protectors of women, but Anderson dismissed their concerns, saying such things were inevitable. They chased the men who had attacked them, killing one and mutilating his body. By August 1864, they were regularly scalping the men they killed. In early August, Anderson and his men traveled to
Clay County. Around that time, he received further media coverage: the
St. Joseph Morning Herald deemed him a "heartless scoundrel", publishing an account of his torture of a captured Union soldier. On August 10, while traveling through Clay County, Anderson and his men engaged 25 militia members, killing five of them and forcing the rest to flee. After hearing of the engagement, General Fisk commanded a colonel to lead a party with the sole aim of killing Anderson.
Missouri River and Fayette On August 13, Anderson and his men traveled through
Ray County, Missouri, to the
Missouri River, where they engaged Union militia. Although they forced the Union soldiers to flee, Anderson and Jesse James were injured in the encounter and the guerrillas retired to
Boone County to rest. On August 27, Union soldiers killed at least three of Anderson's men in an engagement near
Rocheport. The next day, the
4th Missouri Volunteer Cavalry pursued them, but Anderson launched an ambush that killed seven Union soldiers. Anderson's men mutilated the bodies, earning the guerrillas the description of "incarnate fiends" from the
Columbia Missouri Statesman. On August 30, Anderson and his men attacked a steamboat on the Missouri River, killing the captain and gaining control of the boat. They used it to attack other boats, bringing river traffic to a virtual halt. In mid-September, Union soldiers ambushed two of Anderson's parties traveling through
Howard County, killing five men in one day. They found the guerrillas' horses decorated with the scalps of Union soldiers. A short time later, another six of Anderson's men were ambushed and killed by Union troops; after learning of these events, Anderson was outraged and left the area to seek revenge. Anderson met Todd and Quantrill on September 24, 1864; although they had clashed in the past, they agreed to work together again. Anderson suggested that they attack
Fayette, Missouri, targeting the 9th Missouri Cavalry, which was based at the town. Quantrill disliked the idea because the town was fortified, but Anderson and Todd prevailed. Clad in Union uniforms, the guerrillas generated little suspicion as they approached the town, even though it had received warning of nearby guerrillas. However, a guerrilla fired his weapon before they reached the town, and the cavalry garrisoned in the town quickly withdrew into their fort while civilians hid. Anderson and Todd launched an unsuccessful attack against the fort, leading charge after futile charge without injury. The defeat resulted in the deaths of five guerrillas but only two Union soldiers, further maddening Anderson. On September 26, Anderson and his men reached
Monroe County, Missouri, and traveled towards
Paris, but learned of other nearby guerrillas and rendezvoused with them near
Audrain County. Anderson and his men camped with at least 300 men, including Todd. Although a large group of guerrillas was assembled, their leaders felt there were no promising targets to attack because all of the large towns nearby were heavily guarded. ==Raid on Centralia==