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A Gentleman and a Thief book cover

A Gentleman and a Thief

by Dean Jobb

True Crime
History
Biography
448 Pages

"A Gentleman and a Thief reads like a thriller but it's all true—Arthur Barry's story is absolutely captivating and perfectly researched."

Synopsis

Arthur Barry was no ordinary criminal—he was a dapper, charming burglar who became America's most notorious gentleman thief during the Jazz Age. Operating in the wealthy enclaves of Long Island and Manhattan during the 1920s, Barry used his good looks, impeccable manners, and sophisticated knowledge of high society to infiltrate the homes of millionaires and movie stars. Unlike violent criminals of his era, Barry prided himself on his politeness and professionalism, often engaging his victims in conversation while relieving them of their valuables. Dean Jobb meticulously reconstructs Barry's criminal career, from his early days as a small-time crook to his rise as the mastermind behind some of the most audacious burglaries of the Prohibition era. The book reveals how Barry studied his wealthy targets, learning their habits and social schedules to execute perfect heists that netted millions in today's currency. Jobb explores the cultural fascination with Barry, who became a folk hero to Depression-era Americans who resented the wealthy elite he robbed. The narrative follows Barry's eventual capture, dramatic trials, and multiple prison escapes, showing how his celebrity status both protected and ultimately doomed him. Through Barry's story, Jobb illuminates the stark class divisions of 1920s America, the corruption of the Prohibition era, and society's complex relationship with charismatic criminals who challenge authority and social norms.

Our Take

A Gentleman and a Thief represents historical true crime at its finest, combining the meticulous research of The Devil in the White City by Erik Larson with the social insight of The Outfit by Gus Russo. Jobb's background as both journalist and historian allows him to contextualize Barry's crimes within the broader cultural and economic landscape of Jazz Age America, making this essential reading alongside Only Yesterday by Frederick Lewis Allen. The book's exploration of class resentment and celebrity culture feels remarkably contemporary, showing how Barry's story anticipated America's ongoing fascination with charismatic criminals and anti-establishment figures. Jobb's ability to balance sympathy for Barry's victims with understanding of his popular appeal creates a nuanced portrait that avoids both glorification and oversimplification. The narrative succeeds in making 1920s high society feel vivid and immediate while never losing sight of the human cost of Barry's crimes. This is essential reading for anyone interested in how crime reflects broader social tensions, or those seeking true crime that illuminates historical periods through individual stories. Jobb has created a work that entertains while educating, proving that the best historical true crime serves as both gripping narrative and social commentary.

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