How Confederate Veterans Created The Wild West Outlaw Era

How Confederate Veterans Created The Wild West Outlaw Era

On the morning of September 7, 1876, eight riders moved slowly down Division Street in Northfield, Minnesota, a quiet town of about two thousand people. Three of them wore long linen dusters, the kind cattlemen used to keep trail dust off their clothes. There was no trail dust in Minnesota that morning. Beneath those coats were loaded revolvers, two and sometimes three per man.

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In the next seven minutes, the events outside the First National Bank of Northfield would echo through American folklore for the next century and a half. Of the eight men who entered the town that morning, only two would return to Missouri alive. To understand how they got there, it is necessary to return to Virginia eleven years earlier, to a green field outside a courthouse where a man in gray surrendered his sword. On April 9, 1865, Robert E.

Lee, dressed in his finest gray uniform, entered a small brick farmhouse at Appomattox Court House to sign the surrender of the Army of Northern Virginia. Ulysses S. Grant sat across from him in a mud-spattered field coat. The two men spoke quietly and agreed that Confederate soldiers could keep their horses so they could plow their fields when they returned home.

It was a generous gesture at a fitting moment. For most of the country, the war ended there. But not everywhere. It did not end in Missouri, Kansas, or the border counties where the fighting had never been between regular armies.

Along that frontier, the war had been something else, something brutal and personal. When Lee surrendered, the men who had fought that kind of war did not simply lay down their arms and go home, because for many of them, home no longer existed. Since 1854, the border between Missouri, a slave state, and the newly opened Kansas Territory had been the stage for what newspapers of the time called “Bleeding Kansas. ” Armed men crossed from Missouri to intimidate free-state settlers, and men from Kansas crossed back to burn barns and steal horses.

Neither side wore military uniforms, and neither answered to Washington. When Fort Sumter fell in April 1861, all that accumulated violence was loaded and ready to fire. Missouri did not formally secede, but large parts of it sympathized with the Confederacy. Along the western border, in Jackson, Cass, Bates, and Vernon counties, a form of warfare grew that American soil had never seen before.

The men who called themselves bushwhackers rode in small bands, usually no more than a dozen. They lived off the land and knew every valley and creek in their home counties by name. They wore plain rural clothing with slouch hats and long-tailed coats stitched with hidden pockets for extra revolvers. They were led by a former schoolteacher from Ohio named William Clarke Quantrill.

Quantrill was not a professional soldier. He had drifted west, allied himself with the Confederate cause at least once, and embraced it out of grievance more than principle. But the men who rode with him were different. They were mostly farm boys from Missouri whose families had been driven from their homes by Union militia.

Their fathers had been arrested, their farms burned, their older brothers killed in the fighting. They wanted revenge in a way regular armies were never built to provide. On the morning of August 21, 1863, Quantrill led about 400 of these raiders across the border into Lawrence, Kansas, the heart of the free-state movement. What happened in Lawrence that morning was among the darkest hours in American history.

Entire blocks of the town were burned, and the number of dead ranged from 150 to 200 men, depending on the account. Some Confederate officers publicly distanced themselves from the raid. The Union response was swift and severe. Four days later, General Thomas Ewing issued General Orders No.

11, forcing almost all civilians in four Missouri counties along the Kansas border to leave their homes within 15 days. The land was swept clean, and farmhouses were burned to prevent them from sheltering raiders. Whole families went out into a summer that had turned against them, carrying what they could fit in a wagon. When they returned after the war, if they returned at all, they found nothing.

Among the young men who joined Quantrill’s bushwhackers, and later the band led by William T. Anderson, known in Missouri as “Bloody Bill,” were names that would echo through the next two decades of American history: Frank James, a thin, quiet farm boy from Clay County; Cole Younger of Lee’s Summit, whose father had been killed by Union militia men in 1862; and Frank’s younger brother Jesse, who, according to family accounts, was beaten at the family farm for refusing to tell Union troops where his brother was hiding. These were the men who came home in the spring of 1865. They returned not to victory parades but to burned houses, empty barns, grieving mothers, and fields overgrown with sumac and thistle.

The state government had decided they were unwelcome under the new Drake Constitution, adopted in Missouri in January 1865. Former Confederate soldiers and sympathizers were required to sign what became known as the “ironclad oath. ” If you had supported the Confederacy in any way, in word, deed, or even sympathy, you could not vote, hold public office, serve on a jury, preach in a church, teach in a school, or practice law. The men returning from Quantrill’s guerrilla war looked around and understood the bitterness of their position.

The war had ended in Virginia. It had not ended in Missouri; its methods had merely changed. On the morning of February 13, 1866, ten to twelve men rode into Liberty, Missouri, a small town in Clay County about 15 miles north of Kansas City. They tied their horses in front of the Clay County Savings Association, and two of them went inside.

What happened next had never happened before in the United States, not once. In every recorded armed robbery before that morning, banks had been robbed at night by stealth, by tunneling into vaults, or by drilling into them in the dark. No one had ever walked into a working American bank in broad daylight, drawn a revolver, and demanded the contents of the safe. When the two men drew their pistols on the cashier inside the Clay County Savings Association, they committed what would later be recognized as the most iconic crime of the American West.

They emerged with roughly $60,000 in gold, currency, and government bonds, a fortune large enough to buy a substantial farm several times over. As they left town firing into the air, a young man from the local college crossed the street. He did not survive the ride out of Liberty. The gang scattered into the surrounding hills, and by nightfall no one knew where they were.

No one had ever organized a manhunt for such a crime before. There was no playbook, no procedure, only a small-town sheriff and a vast stretch of empty country. Years passed before anyone’s name was publicly linked to the robbery. Most historians agree that the men behind it were veterans of the Quantrill and Anderson gangs.

Frank James was almost certainly among them, and Cole Younger was likely present. Jesse himself may not have been there, still recovering from a chest wound suffered at the end of the war when, according to his own account, he tried to surrender under a white flag near Lexington, Missouri, and Union troops shot him from his saddle. He carried that bullet in his chest for the rest of his life. The following year, Jesse began to make himself known.

Over the next decade, the gang history would call the James-Younger Gang robbed banks in Kentucky, Iowa, West Virginia, Kansas, and repeatedly in Missouri. In December 1869 in Gallatin, Missouri, they entered the Daviess County Savings Association, took the money, and shot the cashier, a man named John Sheets, killing him. Jesse James, inside the bank that day, believed Sheets was Samuel P. Cox, the Union officer who had killed Bloody Bill Anderson in the final months of the war.

He was wrong. It was a case of mistaken identity, and it was the first time Jesse James’s name appeared in a newspaper as a bank robber. From that day on, his image, or the image of whoever was believed to be him, appeared on wanted posters across the country. He was 22 years old.

In the early 1870s, something happened that turned the James-Younger Gang from a group of dangerous men into an American legend. His name was John Newman Edwards. Edwards had been a Confederate cavalry officer during the war, serving under General Joseph Shelby, an unrepentant Confederate who led his brigade into Mexico at the end of the war rather than surrender. After the war, Edwards became editor of the Kansas City Times, a Democratic paper in a state where Democrats were suffering under Reconstruction laws.

More than any lawman who ever pursued them, John Newman Edwards was the reason Americans came to see the James brothers the way they did. In September 1872, after a robbery at the Kansas City Industrial Exposition, Edwards published an editorial titled “The Chivalry of Crime. ” He compared the Missouri outlaws to the knights of King Arthur’s court, calling them the last of the medieval bandits and the last men in America with the courage to defy a corrupt and tyrannical system. He portrayed them as noble Southerners driven to crime by the injustices of Reconstruction, robbing only the wealthy Northern institutions that had destroyed the South.

It was brilliant writing. The narrative was largely fiction, but it was a story many Southerners and farmers, who hated the railroads and the banks, desperately wanted to believe. Over the following decade, Edwards received letters from Jesse James himself, written for publication, denying his crimes, condemning his accusers, and casting his life as the last bastion of Confederate honor. Edwards may have written or heavily edited some of these letters.

It is now difficult to distinguish one man’s voice from the other’s. The result was something no lawman expected. When Pinkerton detectives entered Missouri hunting the James brothers, they found towns that refused to answer their questions, farmers who claimed to have seen nothing, and sheriffs unable to reach any conclusion. In the small towns of western Missouri, Jesse and Frank James were considered heroes.

They were not the only Confederate veterans who returned home to find the paths of ordinary life closed to them. In Texas, a young man named John Wesley Hardin, son of a Methodist preacher from a strongly Confederate family, came of age at precisely the wrong time for a man of his temperament. When Reconstruction came to Texas, it arrived in the form of the Texas State Police, a mixed force that included Black officers at a time when many white Southerners regarded any authority exercised by former slaves as an intolerable insult. Hardin, quick-tempered and quick with a gun, began a career of gunfighting that left behind a number of dead that historians still argue about.

He was involved in the Sutton-Taylor feud in DeWitt County, one of the longest feuds in Texas history, essentially a Reconstruction conflict between Union-affiliated and Confederate-affiliated families. When he was finally captured in 1877 aboard a train in Pensacola, Florida, he had been a fugitive for nearly a decade. In East Texas and the Arkansas border region, Cullen Baker, a former Confederate soldier, led a small band of former fighters in a guerrilla war against federal forces occupying the area for Reconstruction. Baker was killed in 1869.

In Indian Territory, now Oklahoma, former Confederate raiders operated for years under the protection of tribes that had fought for the Confederacy. In the cattle towns of Kansas, former Confederate cowboys drove Texas longhorns and clashed with former Union officers over who had actually won the war. Across the post-war American West, from the Missouri River to the Rio Grande, thousands of men who had learned the arts of war, without uniforms, supply lines, or rules, carried those skills into peacetime. Peace was the last thing many of them expected.

By the mid-1870s, the James brothers had been robbing banks, and increasingly trains, for nearly ten years. In July 1873, they pulled up a rail and derailed a Rock Island locomotive at a bend in the track near Adair, Iowa, in one of the most famous train robberies in the West up to that time. In January 1874, they robbed the Iron Mountain Railroad at Gads Hill, Missouri, leaving behind a preprinted press release they had prepared to describe the robbery to newspapers. They had become so skilled at their trade and so difficult to catch that bankers and railroad men, losing money by the day, hired the best private detective agency in the country.

Allan Pinkerton, the Scottish-born detective who had run President Lincoln’s spy network during the war, had established the Pinkerton National Detective Agency, an organization that stretched from coast to coast. Pinkerton had personal reasons to hate the James brothers. Two of his agents had been killed trying to capture or surveil them. Pinkerton wanted them badly.

On the night of January 26, 1875, a group of Pinkerton agents surrounded the home of Zerelda James Samuel, mother of Frank and Jesse, in Clay County, Missouri. They believed the brothers were inside. They were wrong. What they threw through the kitchen window was, according to historians, either a flare to light up the house from within or an incendiary device designed to burn it down.

When it landed on the hearth and someone tried to push it into the flames with an iron shovel, it exploded. When the smoke cleared, the family was badly injured. Zerelda Samuel, the mother, was wounded so severely that her right arm had to be amputated below the elbow. No member of the James family died in the explosion, and the Pinkerton agents fled into the night.

There is no record of any criminal charges ever being filed against them. When the news reached the newspapers, pro-Southern sympathizers across the country erupted in anger. John Newman Edwards, in the Kansas City Times, called for the governor’s resignation and the arrest of Allan Pinkerton. A bill was introduced in the Missouri legislature offering the James brothers amnesty in exchange for their surrender; it failed by a narrow margin.

In western Missouri counties, the raid on the James farm was seen not as a failed attempt to arrest dangerous criminals but as an attack by Northerners on a Southern home, a Southern mother, and the honor of an entire people. Whatever chance authorities had of turning public opinion against the outlaws had evaporated. But if the raid on the James farm bought the gang another year of relative safety in Missouri, it also convinced Jesse that Missouri was becoming too small for him. Too many people knew his face.

Pinkerton agents and railroad detectives were closing in on the towns where he might move next. And in Jesse’s mind there was one great task not yet accomplished: a single robbery big enough to secure every man in the gang for the rest of his life. Something bold, something Yankee, something symbolic. In the summer of 1876, Cole Younger and Jesse James settled on a target that fit all three descriptions: a bank in a small town in Minnesota called Northfield.

On paper, it was perfect. According to the account Cole Younger told decades later while seeking parole, one of the bank’s major investors was Adelbert Ames, a former Union general who had recently served as governor of Mississippi during Reconstruction and had been forced from office earlier that year. It was rumored that Ames’s father-in-law, General Benjamin Butler, known to Southerners as “Beast Butler” for his harsh military occupation of New Orleans during the war, had deposited a large sum of money in that same bank. Historians would argue for the next century over whether Butler kept a single dollar in Northfield.

That was not what mattered to Jesse James in the summer of 1876. What mattered was the story. Robbing the Butler-Ames bank was, in his view, robbing the two men who represented everything the Confederacy had lost and everything the South had suffered since. It was a settling of accounts disguised as a robbery, a thousand miles from home.

In late August 1876, eight riders left Missouri heading north by train, buying tickets under assumed names and riding stolen horses when trains were not available. Along with Jesse and Frank James and the three Younger brothers, Cole, Jim, and Bob, the group included a veteran bushwhacker named Clell Miller, a young outlaw named Charlie Pitts, and a man named Bill Chadwell, who claimed to know the country around Northfield well enough to guide them out of it later. That turned out to be the first problem. Chadwell knew Minnesota the way a man knows it after passing through once.

He did not know it the way men needed to know it if things went wrong. In Northfield, Minnesota, on the morning of September 7, 1876, things went wrong from the start. The plan was simple: three men would enter the bank, two more would guard the door, and the last three would remain at the far end of Division Street, ready to intervene if anything went wrong. It was a plan the gang had used dozens of times in Missouri, and it had worked every time.

But Northfield was not Missouri. When Cole Younger and Clell Miller stopped in front of the bank to close the door behind the men going in, a Northfield resident, J. S. Allen, who owned a hardware store across the street, noticed their hands were too close to their belts.

He turned and ran toward his shop, shouting for people to get their guns. Inside the bank, Frank James, Charlie Pitts, and a third man believed to be Bob Younger drew their revolvers and demanded the safe. The cashier that day was a man named Joseph Lee Heywood. Heywood was the head bookkeeper, substituting for the regular cashier who was away that week.

By all accounts, he was a modest, quiet, religious man. He told the men in the bank that the safe was on a time lock and could not be opened. That was probably untrue, but Heywood insisted. In fact, the safe was open.

A dying man in a bank, unable to know that the men inside were growing more panicked as gunfire began in the street, chose to protect the depositors’ money with his life. He did not open the safe, and he did not survive the robbery. Outside, the town of Northfield did something no town in Missouri had ever done before: it fought back. Citizens with hunting rifles were shooting from second-story windows and from doorways.

Clell Miller fell from his horse, dead. Bill Chadwell, the guide who was supposed to lead the gang out of Minnesota, fell from his horse, dead. Bob Younger’s elbow was shattered. Cole Younger was shot in the hip.

Jim Younger was shot in the jaw. In the street, a Swedish immigrant named Nicholas Gustafson, who did not speak enough English to understand what the men were shouting, was killed in the crossfire. The three men still inside the bank came out into a nightmare. Their friends were down, the horses were panicked, and the whole town had become a shooting gallery.

The six men still able to ride mounted up and fled south out of Northfield under a hail of gunfire that continued until they passed the town limits. They had come to Minnesota to make history, and they had. Just not the way they planned. For the next two weeks, six wounded men, some seriously injured, rode, stumbled, and hid across southern Minnesota in one of the largest manhunts in American history up to that time.

Thousands of citizens, some organized and most not, swept through swamps, cornfields, and woodlands looking for strangers. Heavy rain fell for days. The gang lost their horses to the mud, walked on foot, ate raw corn from the fields, and slept in barns when they could and in ditches when they could not. At some point, Jesse and Frank James decided they would travel faster if they separated from the others.

They took two of the fastest remaining horses and headed south alone. The three Younger brothers and Charlie Pitts stayed together. On the morning of September 21, 1876, a posse cornered the four remaining men in a swamp called Hanska Slough in Watonwan County, Minnesota. In the gunfight that followed, Charlie Pitts did not survive.

The three Younger brothers surrendered. Cole, Jim, and Bob Younger were taken by wagon to Madelia, Minnesota, then to the state prison at Stillwater, where they pled guilty rather than face execution. The sentence they accepted was life in prison. Cole Younger served 25 years inside Stillwater’s walls.

Bob Younger did not live long enough to see the outside again. Jim Younger emerged from prison broken. Jesse and Frank James returned to their home state of Missouri to find the ground burning beneath them. The Northfield disaster ended the James-Younger Gang.

The three Younger brothers were in prison. Clell Miller was dead. Bill Chadwell was dead. Charlie Pitts was dead.

The trust that had held eight men together for a decade under fire proved, in the end, to be worth nothing against the people of a small Minnesota town with hunting rifles and a hardware store. Jesse and Frank James disappeared from view, living under assumed names. They briefly tried farming in Tennessee, but it failed. By 1879, Jesse was back in Missouri trying to form a new gang from a new generation of young men who had grown up hearing his name spoken as a legend.

The new gang was different. The old bushwhacker members were men Jesse had ridden with during the war. The new men were, in his view, mercenaries. They had not fought for the Confederacy or lost brothers to Union militia.

Their motive was money. Two of them, brothers from Ray County, Missouri, named Charles and Robert Ford, would eventually prove to be worth every dollar the governor of Missouri was willing to pay for the death of Jesse James. On the morning of April 3, 1882, Jesse James was living in a small rented house on a hill in St. Joseph, Missouri, under the name Thomas Howard.

He was married. He kept his pistols close and his back to the wall whenever he sat at a table. But that morning, in his sitting room, he stood on a chair to straighten and dust the top of a picture on the wall. He removed his gun belt first because he did not want anyone passing by to see him wearing it through the window.

Robert Ford, standing behind him, drew his pistol. When Jesse James fell, he fell hard enough that he never got up. Robert Ford ran to the local post office and sent a telegram to the governor’s office saying he had killed Jesse James. In the days that followed, he was not met with the gratitude and applause he had expected but with something closer to horror.

Within a week, songs were spreading through the streets of Missouri calling him a coward and a traitor. The name of the man who shot Jesse James in the back would haunt him for the rest of his life. Six months later, in October 1882, Frank James walked into the office of Governor Thomas Crittenden in Jefferson City, Missouri, placed his pistol on the desk, and surrendered. Frank James was tried in two states on charges related to robbery and murder.

In both trials, before Missouri juries drawn from the same counties that had produced the James brothers, Frank was acquitted. He returned to his farm in Kearney, worked as a farmer, a shoe salesman, and briefly as a doorman at a vaudeville theater in St. Louis. He gave tours of the old James farm for 25 cents a person, showing visitors where his mother had lost her arm and where his family had lost so much.

He lived until 1915. Cole Younger was released from Stillwater prison in 1901 at the age of 57. He returned to Missouri, joined a traveling Wild West show for a time alongside Frank James, and spent his final years lecturing audiences about the consequences of sin and the beauty of an upright life. He died in Lee’s Summit, Missouri, in 1916.

The last of the great Confederate outlaws had become an old man giving talks at church socials. By that time, the men who had ridden with Quantrill and Anderson were being absorbed into the legend John Newman Edwards had begun writing about a lifetime before. What, in the end, was the era of the Confederate outlaws? It was not, as the old folk songs claimed, a story of noble Southern boys robbing rich Yankee banks to help poor Missouri farmers.

The James brothers kept the money, and so did the Youngers. What they gave Missouri more than anything else was a story Missouri needed to tell itself: a story in which the losers of the Civil War kept fighting, stubbornly, in some way. A story in which men who returned to burned farms, broken families, and closed doors saw themselves as heroes rather than robbers. It was also a story that allowed people to look away from what the outlaws actually did.

The Clay County Savings Association was owned by former Union officers, but the money in its safe belonged to farmers, widows, and shopkeepers, most of whom had nothing to do with the war. Nicholas Gustafson, killed in the streets of Northfield, never owned a slave and never fired a shot at a Confederate soldier. Joseph Lee Heywood, who refused to open a vault he could have opened, was a bookkeeper substituting as cashier one week a year. Most of those who paid for the era of the Confederate outlaws were ordinary Americans who happened to be in the wrong place on the wrong morning.

Yet to understand these men, one must understand the circumstances that produced them: a state whose entire counties had been emptied by its own government, an ironclad oath that stripped a man of his rights, and the meaning of burying your father in 1862, killed on his own doorstep by men from the next county, only to be told three years later that everything you had fought for was not just lost but criminalized. The men who rode with Jesse James did not become outlaws because they were born with a tendency toward it. They became outlaws because a specific war fought in a specific way in a specific place was followed by a peace that was not made for them. That does not excuse what they did.

The Heywood family did not stop mourning their husband and brother because Jesse James had a hard childhood. But it explains, at least in part, why the West that opened in the years after Appomattox was not the lawless-free frontier people sometimes remember. It was a country full of men who had learned to shoot in a war that was declared over and that they had never, in their own minds, agreed to end. The former Confederate soldiers who founded the outlaw era of the Wild West were not trying to invent a new kind of American myth.

They were, in most cases, trying to survive. Some chose paths their neighbors accepted: they farmed, raised families, joined the church, and blended into ordinary life. Others could not, or would not, give up what the war had made them. They rode out of small Missouri towns in the dark and came back by dawn with money that was not theirs.

They rode into small Minnesota towns in the sunlight and lost everything they had. Their story is not a noble legend from old adventure books, nor is it a simple cautionary tale from sober history texts. It is a true story of real people, most of them long gone. And when you look at the American West today, at the small towns, the empty roads, the ghosts of railroads and cattle trails, you can see the outlines of what they left behind: not just their crimes or their myths, but a question America never answered about itself.

What do you do with the men who come home from a war that never really ended? Missouri never answered that question. The rest of the country, in the years after Appomattox, decided not to try. That decision, more than any bank robbery, more than any Northfield disaster, shaped the outlaw era of the American West.

Eight raiders walked down Division Street on the morning of September 7, 1876. Only two of them returned to Missouri alive. But the world they came from, the world they left behind, and the war that never ended for any of them rode with them all the way home.