Graceann Bennett interviews author Gregory Roberts, getting him to expand on the stories & ideas that underpin his eye-opening debut novel.
Pirate Soldier King details the wild ride of a successful start-up founder, his shocking and rapid descent into the dark world of bank robbery, his painful journey through the labyrinth of federal prison, and his long and continuing road to redemption.
The book is available directly from https://piratesoldierking.com
This episode examines the implications of jailbreaking AI models like ChatGPT, considering both the exciting possibilities and potential dangers as humanity enters the age of AI.
20 May 2025
Can you really write AI algorithms while trapped in a Jail Cell?
In this special episode of Pirate Soldier King, we explore the Origins of AI, going all the way back to Gregory's company PlayMotion, which developed cutting edge AI Computer Vision algorithms two decades ago... and then tracing that arc all the way to our present day ChatGPT, chatbots, and image generators. We then start to explore what's next, as humanity enters this new Age of AI... both exciting and terrifying, full of hope and caution, all at once. Full shownotes, transcript, and bonus m...
17 May 2025
How to make a Tattoo Gun in Prison, & More!
In this, part two of Pirate Soldier King's exploration of Prison Tattoo culture, we explore the meanings of a few prison tattoos, and talk about how you can make a tattoo gun in prison that might rival commercially available tools. Full Show Notes are available here: https://gregoreite.com/psk/pirate-soldier-king-e009-prison-gang-tattoos-part-2/ Send us a text order your copy of the book today at piratesoldierking.com
6 May 2025
Can You Really Tell A Gangster by his Tattoos?
In episode 008 of our podcast, Gregory Roberts is interviewed by Graceann Bennett about the culture and hidden meanings of prison tattoos and gang tattoos -- what they mean, why they exist, and how we actually operate fully functioning tattoo shops behind bars. Full show notes and bonus content is available here: https://gregoreite.com/psk/pirate-soldier-king-e008-prison-gang-tattoos/ The video version of this interview is available here: https://youtu.be/mni_dimTW-g Enjoy, and please be sure...
29 Apr 2025
Trump, Musk, Gangsters, Greenland, Panama, & Crypto: The POLITICS episode
In e007, we jump straight into the fray. Analysing the current national political situation from a gangster PoV, as well as how the world works, through a similar lens. Enjoy! Send us a text order your copy of the book today at piratesoldierking.com
22 Apr 2025
Want a Knife Fight in Prison? Careful What you Wish For!
In this episode, we learn about how the federal justice system REALLY works, from the inside out. From paid lawyers to jails, camps to prisons to pens... and what actually goes down on the inside. Send us a text order your copy of the book today at piratesoldierking.com
16 Apr 2025
How I found Resurrection & Redemption in the Belly of the Beast
In this episode, we talk about Gregory's journey as the son of two agnostic scientists into a bona fide worshipper of Satan and finally his transformation into a born again Christian, and how that transpired in prison... as well as some valuable wisdom that he learned along the way. Send us a text order your copy of the book today at piratesoldierking.com
7 Apr 2025
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 compar...
31 Mar 2025
Manhood : in Prison, and in the Free
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. Send us a text order your copy of the book to...
24 Mar 2025
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. Send us a text orde...
17 Mar 2025
What is Pirate Soldier King? Chaos & Redemption
This first episode explores both the origin of the book title "Pirate Soldier King" as well as the fundamental change of character that Roberts experienced during his 6 years of imprisonment, including more than 2 years in solitary confinement due to repeated (thwarted) escape attempts. Send us a text order your copy of the book today at piratesoldierking.com
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
9,904
Score snapshot 15 Sept 2025
Apple Podcasts (US)
5.0 / 5
2 ratings
Spotify
5.0 / 5
1 ratings
Podcast Authority Score: 48 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
53
Social presence
0
YouTube
74
Engagement
32
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