Podcasts > American History Tellers > Daring Prison Escapes | Escape from Leavenworth | 3

Daring Prison Escapes | Escape from Leavenworth | 3

By Wondery

American History Tellers examines an audacious 1910 prison break from Leavenworth Federal Penitentiary, America's first federal prison. The episode explores Leavenworth's early history as an institution that balanced rehabilitation programs with strict security measures, and introduces Warden Robert McLaurie, whose harsh policies may have contributed to rising tensions among inmates.

The story focuses on Frank Grigwehr, who was sentenced to life at Leavenworth in a questionable conviction for the Mudcut Robbery. Along with five other inmates, Grigwehr participated in an elaborate escape plan involving wooden replica guns and a hijacked supply train. While most escapees were recaptured, Grigwehr established a new life in Canada under an alias, eventually becoming a mayor and store owner before his true identity was discovered 18 years later.

Daring Prison Escapes | Escape from Leavenworth | 3

This is a preview of the Shortform summary of the Sep 17, 2025 episode of the American History Tellers

Sign up for Shortform to access the whole episode summary along with additional materials like counterarguments and context.

Daring Prison Escapes | Escape from Leavenworth | 3

1-Page Summary

The Leavenworth Federal Penitentiary and Its History

As America's first federal penitentiary, Leavenworth was designed to mirror the U.S. Capitol, featuring innovative rehabilitation programs alongside strict security measures. Despite its progressive design, which included a school and prisoner work facilities, the prison faced significant security challenges.

Warden Robert W. McLaurie responded to these challenges with increasingly harsh measures, including authorizing deadly force and enforcing strict silence policies. His severe approach earned him the nickname "the chief devil" and ultimately may have contributed to rising tensions that led to a 1910 escape attempt.

Wrongful Conviction of Frank Grigwehr and Friends

Frank Grigwehr and his companions were sentenced to life in Leavenworth for the Mudcut Robbery, despite questionable evidence. The prosecution's case relied heavily on testimony from witnesses motivated by a $30,000 reward and circumstantial evidence. Despite being offered a plea deal, Grigwehr maintained his innocence, refusing to testify against his friends. The trial's integrity was later questioned when postal investigators reported concerns about perjured testimony to President Wilson.

Planning and Execution of 1910 Prison Escape

Arthur Hewitt orchestrated an elaborate escape plan by identifying a weakness in the prison's supply train system. With help from fellow inmates Thomas Kating and Theodore Murdoch, who crafted wooden replicas of Colt revolvers, six inmates, including Frank Grigwehr, successfully hijacked a train. However, their escape was complicated when they encountered a damaged bridge, forcing them to continue on foot. While four inmates were recaptured, Grigwehr and Murdoch remained at large.

Grigwehr's Flight, Capture, and Return To Canada

After his escape, Grigwehr assumed the identity of James Fahey and built a new life in Canada, even serving as mayor and running a store in northern Alberta. His true identity was only discovered 18 years later when he was arrested for poaching and his fingerprints were matched to U.S. records. Thanks to strong public support in Canada, U.S. authorities dropped their extradition request. Grigwehr remained in Canada until his death in 1977 at age 91, eventually reuniting with his mother after nearly three decades apart.

1-Page Summary

Additional Materials

Actionables

  • You can explore the impact of architecture on behavior by comparing the design of your workplace or school with your productivity and mood. For instance, if your office has an open-plan design, observe how it affects interactions and focus compared to more segmented layouts. This can help you understand the influence of environment on behavior, similar to how Leavenworth's design aimed to affect inmate rehabilitation.
  • Develop critical thinking skills by examining a local news story for potential biases or questionable evidence. Take a recent court case or controversy reported in your area and analyze the evidence presented, looking for any signs of circumstantial evidence or witness motivations that might skew the truth. This practice can sharpen your ability to discern fact from fiction in everyday situations.
  • Enhance your problem-solving abilities by identifying and addressing a small, overlooked flaw in your daily routine or a community process. For example, if you notice that a particular step in your morning routine consistently causes delays, brainstorm and implement a solution to streamline it. This mirrors Arthur Hewitt's strategy of exploiting a weakness in the prison's system, but in a constructive way that improves your daily life.

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Daring Prison Escapes | Escape from Leavenworth | 3

The Leavenworth Federal Penitentiary and Its History

Leavenworth Federal Penitentiary has a storied past as the first federal penitentiary in America, noted for its strict discipline and intense security measures.

Leavenworth: Premier Federal Penitentiary With Innovative Architecture and Rehabilitation Features

Leavenworth's foundational design mirrored the U.S. Capitol, featuring two cellhouses linked by a central rotunda. The prison incorporated a school, marking a pioneering step towards prisoner rehabilitation. The grounds included factories for prisoners to work in, all surrounded by a formidable brick wall. Despite the emphasis on rehabilitation, security challenges plagued the institution, necessitating drastic actions from its administration.

Leavenworth's Security Struggles Led To Harsh Warden Measures

Leavenworth's construction demanded a continuous supply chain, introducing a critical security gap that facilitated escape attempts. In response to a 1901 mass escape, Warden McLaurie intensified security, including installation of a far-reaching siren, recruitment of additional staff, and the planning of a fortified central tower.

Warden Mclaurie's Rigid Control Cemented Leavenworth's Harsh Reputation

Warden Robert W. McLaurie enforced a system focusing on control and punishment, sidelining the prison’s rehabilitative aims. McLaurie's regime was characterized by authoritarian measures: guards were authorized to use deadly force for boundary violations, inmates were forced to maintain silence during meals and work, and stringent punishments were meted out for possessing unauthorized items. Severe infractions led to solitary confinement in "the hole," a pitch-black cell that epitomized the ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

The Leavenworth Federal Penitentiary and Its History

Additional Materials

Clarifications

  • The Leavenworth Federal Penitentiary was designed with two cellhouses connected by a central rotunda, resembling the U.S. Capitol. The prison grounds included work facilities for inmates and were enclosed by a sturdy brick wall. Additionally, the prison featured a school as part of its efforts towards prisoner rehabilitation. The architectural design aimed to balance security needs with initiatives for inmate reform and productivity.
  • Warden McLaurie at Leavenworth Federal Penitentiary enforced strict control and punitive measures, emphasizing discipline over rehabilitation. His authoritarian tactics included harsh punishments, solitary confinement in "the hole," and a reputation for creating an oppressive atmosphere within the prison. McLaurie's regime led to tensions and discontent among inmates, culminating in escape attempts and highlighting the complex relationship between prison governance and inmate behavior.
  • "The hole" is a colloquial term for solitary confinement in prisons. It typically involves isolating an inmate in a small, often windowless cell for extended periods as a disciplinary measure. In Leavenworth Federal Penitentiary, "the hole" represented a severe punishment for inmates who violated prison rules or regulations. It was a place of extreme isolation and deprivation, designed to break an inmate's spirit and enforce compliance with prison authorities. The conditions in "the hole" were harsh, with limited human contact, minimal l ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Daring Prison Escapes | Escape from Leavenworth | 3

Wrongful Conviction of Frank Grigwehr and Friends

Frank Grigwehr and his friends faced a severe miscarriage of justice when they were wrongfully convicted and sentenced to life in prison for the Mudcut Robbery outside Omaha, Nebraska—a crime they insisted they did not commit.

Grigwehr and Friends Sentenced To Life for Mudcut Robbery Despite Weak Evidence

Prosecution's Case Relied On Dubious Testimony and Circumstantial Evidence, With Eager Judge and Jury Wanting to Make an Example of Defendants

Frank Grigware was serving a life sentence at Leavenworth for robbing a U.S. mail train, alongside his friend Jack Golden and three others. They were linked to the Mudcut Robbery, which occurred when bandits ambushed a Union Pacific train and stole mail sacks valued at an estimated $700. The prosecution's case depended heavily on over 80 witnesses motivated by a $30,000 reward, despite the fact that the robbery night was too dark for the attackers, who wore handkerchief masks, to be properly seen.

The evidence against the defendants was flimsy: an envelope with Grigwehr’s address was found at the crime scene, which he asserted was stolen from him, and a hardware store clerk’s false testimony about selling guns to the men, despite Grigwehr denying ever being to Utah. Questionable identifications based on stature and voice from the witnesses contributed to the case. Grigwehr, maintaining his innocence, firmly denied any involvement in the crime and rejected a plea deal that would have reduced his sentence in exchange for a guilty plea and testimony against his friends.

Despite the circumstantial nature of the evidence and questionable witness testimonies, the jury found all five men guilty in less than 90 minutes. They were sentenced to life in prison and were sent to Leavenworth, the trial marked by shaky evidence and tainted testimony. One of the lead investigators even considered the trial botched due to perjured testimony.

Lawyer Urged Grigwehr to Plea and Testify Against Friends; He Refused to Admit Guilt To a Crime He Didn't Commit, Risking Life Sentence

Mudcut Robbery Trial Criticized For Perjury; Grigwehr and Friends Receive Life Sentences In Leavenworth

The defendants’ court-appointed attorney informed Frank Grigwehr of the plea deal with a reduce ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

Wrongful Conviction of Frank Grigwehr and Friends

Additional Materials

Clarifications

  • Leavenworth is a federal prison located in Kansas, known for housing inmates convicted of federal crimes. It is a high-security facility that has held many notorious criminals throughout its history. In the context of the text, it is where Frank Grigwehr and his friends were sent to serve their life sentences after being wrongfully convicted.
  • The Union Pacific train mentioned in the text is a reference to a specific train that was ambushed during the Mudcut Robbery outside Omaha, Nebraska. It was a train operated by the Union Pacific Railroad company, which was targeted by bandits during the robbery. The train was carrying mail sacks valued at an estimated $700 at the time of the incident. The robbery took place in a dark setting, with the attackers wearing handkerchief masks to conceal their identities.
  • Utah is a state in the Western United States, known for its unique geography and history. It has a diverse population and is home to various indigenous groups. Early European settlers, including Mormons, played a significant role in shaping the state's development. Utah's history is intertwined with migration, settlement, and cultural diversity.
  • The postal investigators' report mentioned in the text was a document submitted to President Wilson in August 1913. It outlined flaws in the Mudcut Robbery Trial from 1909 and ra ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Daring Prison Escapes | Escape from Leavenworth | 3

Planning and Execution of 1910 Prison Escape

Arthur Hewitt and his collaborators at the Leavenworth Federal Penitentiary meticulously planned a dramatic escape in 1910 by exploiting weak points in the prison's security.

Inmate Arthur Hewitt Studied the Supply Train Routine To Leavenworth, Spotting a Security Weak Point

Arthur Hewitt, serving a life sentence, identified a security weakness in the prison's operations involving a Thursday supply train. This train entered through a double-gated system, which uniquely connected to a regular train line outside the prison. Despite security concerns raised by the guards and their recommendation to install a remote switch to derail the train, this vulnerability was not addressed by Warden Robert McClory, who cited cost concerns.

Hewitt Enlisted Inmates to Create Wooden Revolver Replicas For the Escape Attempt

Hewitt understood that weapons were crucial for their escape plan to hijack the supply train. He enlisted the help of his friend Thomas Kating, who was newly resolved to work in the tailor shop after being released from solitary confinement. Hewitt also recruited Theodore Murdoch, a skilled craftsman and cellmate serving time for counterfeiting. Murdoch was tasked with crafting fake wooden guns in the carpentry shop, eventually producing three highly detailed replicas of Colt revolvers using wood and shoe polish from the tailor shop.

Inmates Escape: Grigwehr and Five Others Hijack Train Through Prison Gate

On April 21, 1910, armed with the fake revolvers, the inmates initiated their escape as a Union Pacific locomotive backed through the prison's west gate. John Gideon brandished one of the fake guns causing a guard to fall to his knees. Frank Grigwehr grabbed a hatchet and, along with Gideon and two other inmates, sprinted to the train, overpowering another guard and commandeering the cab at gunpoint. Concurrently in the tailor shop, Hewitt and Kading encountered a resistant guard but ultimately overwhelmed him. Hewit ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

Planning and Execution of 1910 Prison Escape

Additional Materials

Actionables

  • You can enhance your problem-solving skills by identifying and addressing potential vulnerabilities in your daily environment. For instance, if you notice that your home security system has a blind spot, take proactive steps to correct it, such as installing an additional camera or motion sensor. This mirrors the way Hewitt spotted a security flaw, but instead of exploiting it, you're strengthening your defenses.
  • Develop your resourcefulness by using everyday items to create solutions for hypothetical scenarios. Challenge yourself to think like the inmates who crafted wooden revolvers by repurposing materials around your house to fix a broken appliance or create a tool you don't have on hand. This exercise boosts creativity and can prepare you for unexpected situations.
  • Practice strategic planning b ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Daring Prison Escapes | Escape from Leavenworth | 3

Grigwehr's Flight, Capture, and Return To Canada

Frank Grigwehr, a fugitive from the United States, lived undiscovered for 18 years in Canada, embodying a new persona as James Fahey before being arrested for a minor offense.

Fugitive Grigwehr Lived 18 Years As James Fahey in Canada

After escaping from the US, Frank Grigware took on the name Jim Fahey and settled into a new life in Canada. He evaded capture with the support of sympathetic Canadians and hesitance on the part of the U.S. to extradite him. Over time, Grigwehr became a respected member of his Canadian community. He spent a few months in Minneapolis before moving to northern Alberta, where he became an active community figure, serving as mayor and running a store.

Grigwehr Evades Capture With Canadian Support and U.S. Extradition Hesitance

While Frank Grigwehr, now known as James Fahey, assimilated into Canadian society, the Bureau of Investigation, the precursor to the FBI, pursued various leads to locate him without success. Grigwehr's family in the U.S. was under constant government surveillance during the search.

Despite Success in Canada, Grigwehr Was Arrested For a Minor Offense; Fingerprint Records Revealed His Identity

Grigwehr’s cover as Fahey was eventually blown when he was caught poaching. His fingerprints were sent to the Royal Moun ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

Grigwehr's Flight, Capture, and Return To Canada

Additional Materials

Actionables

  • You can explore the impact of aliases on personal identity by creating a fictional persona for a short story or role-playing game. This allows you to understand how a new identity can shape behavior and social interactions, similar to how Grigwehr became a respected community member under an alias. For example, invent a character with a detailed background and see how they would interact in various social scenarios or challenges.
  • Enhance your understanding of international law by researching a current extradition case and following its developments. This will give you insight into the complexities and nuances of international relations and legal proceedings, akin to the dynamics between Canada and the U.S. in Grigwehr's situation. Look for news articles or legal databases that discuss ongoing extradition cases and track the case over time to see how it unfolds.
  • Develop a greater appreciation for privacy and surveillance issues by conducting a personal au ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free

Create Summaries for anything on the web

Download the Shortform Chrome extension for your browser

Shortform Extension CTA