Charles Fletcher Taylor
Introduction
Few figures from the American Civil War embody the stark contrasts of that era as vividly as Charles Fletcher “Fletch” Taylor. Once a feared Confederate guerrilla and one of Quantrill’s Raiders, Taylor later reinvented himself as a respected businessman and civic leader in Joplin, Missouri. His journey—from the bloodshed of guerrilla warfare to the boardrooms of a growing industrial city—mirrors the complex and often contradictory lives of men who fought in America’s deadliest conflict.
His story is one of transformation and survival. Unlike many of his former comrades, such as Jesse James, who turned to crime after the war, Taylor successfully transitioned to civilian life. His legacy as both a Confederate fighter and a community leader offers insight into the turbulent Reconstruction era and the reintegration of ex-Confederates into American society.
Early Life
Charles Fletcher Taylor was born May 19, 1842, in Zanesville, Ohio. Despite his later notoriety, little is known about his early life, family background, or education. Historical records from this period remain scarce, leaving much of his childhood a mystery.
At some point before the Civil War, Taylor moved to Missouri, a border state deeply divided between Union and Confederate loyalties. Missouri’s position made it a hotbed of guerrilla warfare, where irregular fighters engaged in violent raids and counterattacks. By 1861, as war erupted, Taylor aligned himself with the Confederacy, setting him on a path that would make him both infamous and respected in different circles.

Civil War Involvement
Joining Quantrill’s Raiders
During the Civil War, Taylor joined Quantrill’s Raiders, a Confederate guerrilla unit led by William Clarke Quantrill. Quantrill’s men engaged in hit-and-run tactics, ambushes, and raids, striking at Union forces and pro-Union civilians along the Missouri-Kansas border.
Taylor quickly gained prominence within the group, and his name became tied to some of the most notorious events of the war.
The Lawrence Massacre (August 21, 1863)
One of the defining moments of Taylor’s guerrilla career was the Lawrence Massacre, one of the deadliest attacks of the Civil War. On August 21, 1863, Quantrill’s men stormed Lawrence, Kansas, a stronghold of Unionist and abolitionist support. The raiders killed approximately 150 men and boys, looted businesses, and set much of the town on fire.
Taylor was among those who took part in the raid, which cemented his reputation as a ruthless guerrilla. The massacre shocked the nation and led Union forces to intensify their efforts to hunt down Quantrill’s men.
Independent Command & Jesse James Connection
By mid-1864, Taylor had risen in rank and took command of his own guerrilla unit. He worked alongside John Thrailkill’s band, another Confederate guerrilla group, conducting raids behind Union lines.
During this period, Taylor commanded a young recruit who would later become infamous: Jesse James. Jesse and Frank James rode with Taylor’s unit, learning the guerrilla tactics that they would later apply to their outlaw careers.
Severe Wounding & Amputation (August 8, 1864)
Taylor’s guerrilla career came to an abrupt halt on August 8, 1864. While traveling through Rush Bottoms, Missouri, a group of Union militia ambushed his party. Taylor was shot in the right arm, and three days later, his arm was amputated due to the severity of the wound.
Despite his injury, Taylor remained involved in the war effort, allegedly continuing to direct his men. He even played a supporting role in General Sterling Price’s 1864 Missouri Campaign, the last major Confederate offensive in the state However, his active combat days were effectively over.


Post-War Life & Transition to Businessman
Moving to Joplin, Missouri
With the war over, many former Confederate guerrillas—including Frank and Jesse James—turned to crime. Taylor, however, chose a different path. By the 1870s, he had settled in Joplin, Missouri, a booming mining town where several other former Quantrill Raiders had also relocated.
Becoming a Civic Leader
Rather than engaging in lawlessness, Taylor became a respected member of the Joplin community. He was elected to the Joplin City Council, where he helped guide the town’s early growth.
Success in the Mining Industry
Taylor also became Vice President and General Superintendent of the Joplin Mining and Smelting Company, one of the leading enterprises in the region. His success in business was a remarkable shift from his past as a bushwhacker, showing his ability to adapt to peacetime society.
Continued Ties to Jesse James
Despite his transition into business, Taylor remained in contact with Jesse James. Around 1880, Jesse James’s sister visited him in Joplin, reflecting their enduring connection. Some local legends suggest that loot from the Lawrence Massacre was hidden near Joplin by former raiders, though no evidence has ever been found.
Later Years & Death
Life as a Storyteller
Taylor, like many Civil War veterans, enjoyed telling stories of his wartime exploits, particularly after gaining wealth from his lead mines. Unlike some of his former comrades, he managed to avoid violent retribution, living out his later years peacefully.
Final Years in California
Records suggest that Taylor died between August 1916 and August 1917, though the exact date is uncertain He was buried at Greenlawn Memorial Park in Colma, California, far from the battlefields of Missouri.
Historical Controversies & Legacy
The Misdated Photograph
One of the most debated aspects of Taylor’s life involves a photograph of him with Frank and Jesse James. Originally thought to have been taken in 1867, historical analysis confirms that it must have been taken before August 1864, since Taylor still had both arms in the image.
A Man of Contrasts
Taylor’s legacy is one of contrasts and reinvention. As a Confederate guerrilla, he was one of the most feared fighters on the Missouri-Kansas border. As a Joplin businessman, he was a respected civic leader who helped shape the town’s development.
Unlike Jesse James, who met a violent end in 1882, Taylor successfully reinvented himself and found legitimacy in post-war society. His story is a testament to the many different paths taken by Civil War veterans, proving that even the most notorious figures could reshape their destinies.