Allan Pinkerton

• Name — Allan Pinkerton • Born — 21 August 1819 • Birthplace — Glasgow, Scotland • Died — 1 July 1884 • Place of death — Chicago, Illinois, U.S. • Resting Place — Graceland Cemetery, Chicago, U.S. • Occupation — Cooper, abolitionist, detective, spy • Height — 5'6" • Children — 6

Allan Pinkerton was born in the Gorbals, a working-class area of Glasgow, on August 21, 1819, the second surviving son of William Pinkerton, a retired policeman, and Isobel McQueen; he was baptized on August 25, 1819, which many sources incorrectly give as his birthdate. He left school at the age of 10 after his father's death. Pinkerton read voraciously and was largely self-educated. A cooper by trade, he was active in the Scottish Chartist movement as a young man. He was not raised in a religious upbringing, and was a lifelong atheist. Pinkerton and his wife moved overseas to escape either arrest for his involvement in the Chartist movement, or the ire of the Chartists having turned informer. While sailing toward Canada, their ship accidentally ran aground on Sable Island. They eventually secured passage on a schooner and continued their journey to Detroit, Michigan. Unable to find work there, Pinkerton used the last of his money to buy a horse and wagon. He and his wife then traveled west to Chicago, where he found work as a cooper for a brewery and began to establish a new life. In 1843, he heard of Dundee Township, Illinois, fifty miles northwest of Chicago on the Fox River. He built a cabin and started a cooperage, sending for his wife in Chicago when their cabin was complete. As early as 1844, Pinkerton worked for the Chicago abolitionist leaders, and his Dundee home was a stop on the Underground Railroad.

Pinkerton first became interested in criminal detective work while wandering through the wooded groves around Dundee, looking for trees to make barrel staves, when he came across a band of counterfeiters, who may have been affiliated with the notorious Banditti of the Prairie. After observing their movements for some time he informed the local sheriff, who arrested them. This later led to Pinkerton being appointed, in 1849, as the first police detective in Chicago, Cook County, Illinois. In 1850, he partnered with Chicago attorney Edward Rucker in forming the North-Western Police Agency, which later became Pinkerton & Co, and finally Pinkerton National Detective Agency, still in existence today as Pinkerton Consulting and Investigations, a subsidiary of Securitas AB. Pinkerton's business insignia was a wide open eye with the caption "We never sleep." Allan Pinkerton gained public attention when he and his detectives successfully solved a vandalism case at the Old French Cemetery near Lake Michigan. There, they apprehended three medical students who admitted to committing the crime of grave robbing for medical research purposes. When the story was reported in the news, highlighting Pinkerton's role in the arrest, it brought widespread attention to his agency. The following morning, the Pinkerton office was flooded with new clients seeking his services. As the US expanded in territory, rail transport increased. Pinkerton's agency solved a series of train robberies during the 1850s, first bringing Pinkerton into contact with George B. McClellan, then Chief Engineer and Vice President of the Illinois Central Railroad, and Abraham Lincoln, a lawyer who sometimes represented the company. In 1857, the Chicago Tribune urged the city to dismiss its police chief and hire Allan Pinkerton in response to a surge in thefts throughout the city. In 1866, Allan Pinkerton achieved major success by capturing a group of thieves who had stolen $700,000 from a train safe. Through his investigation, he was able to recover $688,000 of the stolen funds. Pinkerton founded an organization that was revolutionary for its time. He hired the first female detective, Kate Warne, and established core investigative principles that continue to influence modern detective work to this day. • Illustration — Pinkerton on horseback on the Antietam Battlefield in 1862 Pinkerton was known to be a friend of abolitionist John Brown. On March 11, 1859, he supported Brown by giving him $500 and a ticket on the Michigan Central Railroad to Detroit. He also attended the secret meetings held by John Brown and Frederick Douglass in Chicago along with abolitionists John Jones and Henry O. Wagoner. At those meetings, Jones, Wagoner, and Pinkerton helped purchase clothes and supplies for Brown. Jones' wife, Mary, guessed that the supplies included the suit Brown was hanged in after the failure of John Brown's raid on Harpers Ferry in November 1859.

• Illustration — Pinkerton (left) with Abraham Lincoln and Major General John A. McClernand When the Civil War began, Pinkerton served as head of the Union Intelligence Service during the first two years, heading off an alleged assassination plot in Baltimore, Maryland while guarding Abraham Lincoln on his way to Washington, D.C., as well as providing estimates of Confederate troop numbers to General George B. McClellan when he commanded the Army of the Potomac. His agents often worked undercover as Confederate soldiers and sympathizers to gather military intelligence. Pinkerton himself served on several undercover missions as a Confederate soldier using the alias Major E.J. Allen. He worked across the Deep South in the summer of 1861, focusing on fortifications and Confederate plans. He was found out in Memphis and barely escaped with his life. This counterintelligence work done by Pinkerton and his agents is comparable to the work done by today's U.S. Army Counterintelligence Special Agents in which Pinkerton's agency is considered an early predecessor. He was succeeded as Intelligence Service chief by Lafayette Baker; the Intelligence Service was the predecessor of the U.S. Secret Service. His work led to the establishment of the Federal secret service. Military historians have been strongly critical of the intelligence Pinkerton provided for the Union Army, which for the most part was undigested raw data. In the view of T. Harry Williams, Pinkerton's work was "the poorest intelligence service any general ever had." Pinkerton's estimates of Rebel troop numbers, derived from his credulous interrogations of Confederate prisoners, deserters, refugees, escaped slaves ("contrabands"), and civilians unused to counting large bodies of men, badly exaggerated the size of those formations, sometimes almost doubling their actual strength. Pinkerton's numbers caused McClellan to consistently believe that he was drastically outnumbered by the Confederate forces he faced. McClellan's action in the face of what he believed were overwhelming odds were unduly cautious, causing him to avoid offensive actions almost completely in favor of siege warfare and taking a defensive posture. This led to his retreat in the Peninsula Campaign, his failure to crush Robert E. Lee's Army of Northern Virginia at the Battle of Antietam, and his unnecessary delay in carrying out his orders to pursue Lee's army as they retreated from their invasion of Maryland back into Virginia. These actions were all based on McClellan's firm trust in Pinkerton's reports, although the problem was compounded by the intelligence-gathering ineptitude of Brigadier General Alfred Pleasonton, McClellan's head cavalryman and his alternate source of enemy troop information when Pinkerton did not have agents in place. However, Edwin C. Fishel in The Secret War for the Union and James Mackay in Allan Pinkerton: The First Private Eye argue that the troop strength figures which Pinkerton passed on to McClellan were relatively accurate, and that McClellan himself held primary responsibility for inflating those numbers to wildly unrealistic levels. • Illustration — Portrait of Allan Pinkerton from Harper's Weekly, 1884

Following Pinkerton's services for the Union Army, he continued his pursuit of train robbers, including the Reno Gang. He was hired by the railroad express companies to track outlaw Jesse James, but after Pinkerton failed to capture him, the railroad withdrew their financial support and Pinkerton continued to track James at his own expense. After James allegedly captured and killed one of Pinkerton's undercover agents (who was working undercover at the farm neighboring the James family's farmstead), he abandoned the chase. Some consider this failure Pinkerton's biggest defeat. In 1872, the Spanish Government hired Pinkerton to help suppress a revolution in Cuba which intended to end slavery and give citizens the right to vote. If Pinkerton knew this, then it directly contradicts statements in his 1883 book The Spy of the Rebellion, where he professes to be an ardent abolitionist and hater of slavery. The Spanish government abolished slavery in 1880 and a Royal Decree abolished the last vestiges of it in 1886.

Pinkerton married Joan Carfrae (1822–1887), a singer from Duddingston, in Edinburgh on March 13, 1842. They remained married until his death. They had six children: Isabella, William, Joan, Robert, Mary, and Joan. His daughter Joan Pinkerton Chalmers married William J. Chalmers, the son of Allis-Chalmers co-founder Thomas Stuart Chalmers.

Pinkerton died in Chicago on July 1, 1884. It is usually said that Pinkerton slipped on the pavement and bit his tongue, resulting in gangrene. Contemporary reports give conflicting causes, such as that he succumbed to a stroke – he had one a year earlier – or to malaria, which he had contracted during a trip to the Southern United States. At the time of his death, he was working on a system to centralize all criminal identification records; such a database is now maintained by the Federal Bureau of Investigation. • Illustration — Pinkerton's Tomb, Graceland Cemetery, Chicago. Inset: The plaque on the obelisk Pinkerton is buried between his wife and Kate Warne in the family plot in Graceland Cemetery, Chicago. He is a member of the Military Intelligence Hall of Fame.

• In the 1951 feature film The Tall Target, a historical drama loosely based on the Baltimore Plot, Allan Pinkerton is portrayed by Scottish actor Robert Malcolm. The M-G-M production stars Dick Powell and was directed by Anthony Mann. • In the 1956 episode "The Pinkertons" of the ABC/Desilu western television series, The Life and Legend of Wyatt Earp, set in Wichita, Kansas, Douglas Evans portrays Allan Pinkerton, who is seeking to recover $40,000 in stolen money but interferes with the attempt of Marshal Wyatt Earp (Hugh O'Brian) to catch the entire gang of Crummy Newton (Richard Alexander). • In the 1969 Spaghetti Western The Price of Power, Pinkerton appears as an associate of President James A. Garfield who takes part in his (highly fictionalized) assassination. He is portrayed by Spanish actor Fernando Rey. • Pinkerton is portrayed in an episode of The Life and Times of Grizzly Adams (1974) by Don Galloway. • In 1990, Turner Network Television aired the 1990 speculative historical drama The Rose and the Jackal, with Christopher Reeve as Pinkerton, recounting his (completely fictional) romance with the Confederate spy Rose O'Neal Greenhow. • In 1994, "Pinkertonova detektivní agentura" ('Pinkerton's Detective Agency, an episode of the Czech TV series Dobrodružství kriminalistiky ("The Adventure of Criminology"), was aired. • Pinkerton is portrayed in the 1994 American biographical western film Frank and Jesse by William Atherton • Pinkerton is a major character portrayed by Timothy Dalton in the 2001 film American Outlaws. • The Pinkerton Detective Agency plays a major part in the popular 2010 western video game Red Dead Redemption. • Pinkerton's role in foiling the assassination plot against Abraham Lincoln was dramatized in the 2013 film Saving Lincoln, which tells President Lincoln's story through the eyes of Ward Hill Lamon, a former law partner of Lincoln who served as his primary bodyguard during the Civil War. Pinkerton is played by Marcus J. Freed. • Charlie Day portrayed Pinkerton in "Baltimore", a Season 2 episode of the docudrama TV series Drunk History, first broadcast on July 22, 2014. • Pinkerton is a recurring character played by Angus Macfadyen in the 2014 TV series The Pinkertons. • Pinkerton is an important character in Steven Price's 2016 novel By Gaslight. • The Pinkerton Detective Agency plays a large role in the plot of the 2018 western video game Red Dead Redemption 2. • "The Pinkerton Agency" is a podcast episode of the Dollop in 2024. • Pinkerton is the titular character portrayed by Dean Chandler Bowden in the 2025 Xumo Play Original film Pinkerton.

The authorities additionally record the headings Allen Pinkerton and Alan Pinkerton.