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Heavenly Days at the Hellish Portsmouth Naval Prison



The book was conceived 10 years ago when he was doing research on early Portsmouth submarines for a master's degree at UNH. Among records in the archives he kept bumping into correspondence between Osborne and Josephus Daniels, the Secretary of the Navy and the Assistant Secretary Franklin Delano Roosevelt. It was clear, says Watterson, that these powerful men were good friends.

"Also, there was much internal shipyard correspondence that suggested Osborne was an odd duck, a quirky fellow, who didn’t at all fit with the Navy’s way of doing things, the author says.

Watterson swapped his thesis to Osborne and eventually did his PhD dissertation on World War II submarines. That study became his first book, The title -- 32 in '44 -- refers to the record-breaking number of submarines produced in a single year at the Portsmouth Naval Shipyard.

Portsmouth Prison small cell 1930

An untold story

Osborne's transformation of Portsmouth Prison has never been reported in any detail until now. Under the harsh "Auburn system" of confinement common at the time, prisoners were required to march by shuffling "lockstep," to wear striped convict suits and restraining chains, to retain strict silence almost all the time, and to live in solitary isolation. Before arriving at Portsmouth in 1917, Osborne developed his progressive techniques at Sing-Sing Correctional Facility in New York.

In a bold move, before taking over as warden, Osborne disguised himself as a prisoner and arrived incognito. In this dramatic way, he was able to observe prison conditions first hand. As many as half of all naval prisoners were not hardened criminals, but were in jail for desertion or acts of insubordination. As warden, Osborne advocated for open cells, rehabilitation, education, exposure to culture, and prisoners guarding one another. Osborne favored "indeterminate" sentences of no fixed length and established a Mutual Welfare League for prisoner self-government.

With World War I ongoing, Osborne was tasked with the goal of getting as many prisoners as possible back onto active duty in the fleet. At the same time, the inmate population at Portsmouth doubled to twice its capacity of 500 men. Osborne announced that men could not be "clubbed into submission" or coddled or bribed to reform their ways. "Prisoners are human the rest of us," Osborne told naval officials, and they would respond best to a "square deal" based on individual freedom and accountability.

Naval officials pushed back against these loose standards, claiming eventually that, under Osborne, sailors would prefer to live at his jail than endure combat and naval discipline. Osborne fought back, ignoring military protocol, and frequently pulling strings with his friends Daniels and Roosevelt at the federal level. In one case FDR officially approved the right of prisoners to attend shows at the Portsmouth Opera House. 

With the war over, Watterson writes, Osborne was accused of "condoning rampant immoral and homosexual activity at the prison." Prisoners were then discovered with a home made still making their own liquor from stolen fruit. The prison had become "a joke," and while Osborne had returned record numbers of rehabilitated men back into naval service, a significant portion of those men later washed out. Osborn survived a formal investigation in 1920 thanks to his support from Roosevelt. "Almost heart-broken" by the Navy's inability to change and already in his 60s, Osborne retired, ending the progressive experiment at Portsmouth.

Flogging in navy before 1850 

Both sides now

Whips to Walls is a deeply researched book with an academic structure. Watterson frequently inserts charts and graphs to support his conclusions. But it is also refreshingly unbiased. As a career naval engineer turned historian, Rod Watterson looks at the Osborne years  with rare objectivity.   

"He was a hero to thousands of young men whose lives were changed for the better as a result of his influence, " Watterson says. "His dedication and belief in the basic goodness of all men, especially prisoners, never wavered. I have to admire him for that."

"However, he was also an arrogant, pompous individual who frequently let his pride cloud his judgment and cause him to act irrationally." says Watterson. "He was an irritant to his fellow officers in the yard and a curse to the officers in the fleet who were the recipients of the many marginal prisoners he restored to active duty."

Ultimately, Watterson says, he leans more toward hero than heel. The author has even spoken with a Portsmouth theater group about transforming the warden's time here into a play. He sees the scene where Osborne disguises himself as a prisoner as good fare for the stage. In another potentially comic scene, Osborne requested that the Navy issue rifles to the prisoners so they could conduct drills.

Portsmouth Prison still has many secrets to unpack. It was more hell than heaven for its thousands of inmates and those stories are still untold. Asked why we should remember those few years when Osborne's liberal policies were in play, Rod Watterson is quick to respond:  

"I believe the Osborne story is an important part of Portsmouth history. I know from my research that it is an important part of penal history too. It is often cited as the most ambitious experiment in the entire history of progressive prison reform. Yet that fact is unappreciated, if not unknown, locally."


Copyright © 2014 by J. Dennis Robinson, all rights reserved. Robinson’s history column appears in the Portsmouth Herald every other Monday and exclusively online at his independent Web site He is the author of 11 books including UNDER THE ISLES OF SHOALS, available in local stores and on  

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