
Manhood : in Prison, and in the Free
03/31/25 • 40 min
In this third episode, Graceann Bennett interviews author Gregory Roberts about how the ideals of manhood and self-identity are embodied in the all-male prison population, a group that is almost all alpha-males, forced to live together in tight quarters. They then contrast this with how men have been emasculated in 21st Century Western Culture, and talk about how "old-school" manhood might be able to inform and guide today's younger generations.
order your copy of the book today at piratesoldierking.com
In this third episode, Graceann Bennett interviews author Gregory Roberts about how the ideals of manhood and self-identity are embodied in the all-male prison population, a group that is almost all alpha-males, forced to live together in tight quarters. They then contrast this with how men have been emasculated in 21st Century Western Culture, and talk about how "old-school" manhood might be able to inform and guide today's younger generations.
order your copy of the book today at piratesoldierking.com
Previous Episode

Chess in Prison, Music behind Bars
In this second episode, Graceann Bennett interviews author Gregory Roberts about the lighter side of incarceration, most notably the sport of Chess in prison, and the joy that Music brings us, even in the darkest places. From making his own chessboards to playing Master level opponents, from hosting his own a capella "radio station" to assembling killer playlists on a jailbroken MP3 player, Roberts recounts the wild stories that built his character in the depths of prison.
order your copy of the book today at piratesoldierking.com
Next Episode

What can Startup Founders learn from Bank Robbers?
In this episode, we explore what aspects of the criminal mindset -- and prison life -- can be applied to the journey of startup founders -- both in funding and growing their businesses. Graceann Bennett interviews author Gregory Roberts as he relates colorful stories of both his successful string of startups, as well as how he actually funded one of his companies with a bank robbery. It then moves into prison, where Roberts deals with some of the more powerful gangsters in America, and compares their leadership styles to those of capitalist CEOs.
order your copy of the book today at piratesoldierking.com
Pirate Soldier King : The Interviews - Manhood : in Prison, and in the Free
Transcript
All right, we're here with Gregory Roberts talking about Pirate Soldier King. And today, thought it'd be good to delve into manhood. We talked a lot about in the book about becoming a man or things that you got pushed to the limit and found who you really are and that it is a very masculine, alpha male type of place when you're in prison. That type of place, yes, yes. I spent a lot of time around powerful, beautiful women and communities of women in the free world and
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