Boss talks about brutality that he has witnessed in the LGBTQ arena in prison.

Status Update: Boss gets rid of demon killer #2 and learns how to use NYC bus system.

Music by Boss

Disclaimer: This episode includes descriptions of disturbing acts of violence and may be upsetting to listeners.

Boss and P talk about notorious murderer/author Jack Henry Abbott and what Abbott was like on the "inside". Boss shares his thoughts on the utter lack of support/guidance for parolees and the threat of re-offending after convicts are released on parole.

Status Update: Boss can't get anyone to rent him an apartment as he adjusts to life in his "suit".

Music by Boss, Johnny, and Chris on the inside.

Boss and P talk with Special Guest Anna about the relationship between systemic racism and the prison system in America. Status Update: Boss describes having to learn "bullshit" like recycling and having to wear seatbelts on the outside. P takes a ride on Boss's new demon killer. Music by Boss.

Boss finds comfort in his suit of armor and talks with P about "the family business". 

Status Update: Boss gets a new demon killer and finds a welcoming local hangout.

Boss talks about what happens to inmates when they reenter population after being released from the box.

Status Update: Boss struggles with relationships while living with PTSD, crashes his new car, and Boss and P reset their relationship after a month long break from each other.

Music by Boss’s prison band

Boss calls out Fox News for lying about his case and talks about what it’s like when you’re exposed by the media while on the “inside”.

Status Update: Boss talks about (the lack of) dental care on the inside.

Music by Boss’s band @ Collins Correctional Facility

Boss objects to P's relationship with serial killer Richard Cottingham and mulls over his beliefs in the death penalty.

Status Update: Boss gets a new demon killer and prepares to move out of his homeless shelter.

Music by Boss

Boss talks about the 2015 escape of David Sweat and Richard Matt from Clinton Correctional Facility.

Status Update: Boss has a drink with P and misses his curfew.

Boss describes the difficulties of transitioning from a max security prison to a medium, and the “object lessons” that lifers are often compelled to give to the younger convicts who are doing “medium” time.

Status Update: Boss dumps his new therapist and P tries to navigate the minefield of Boss’s psyche.

Music by Boss

Boss talks about the "shit room"; a glass walled room where inmates under "suspicion" are locked naked until they defecate in front of COs three times.

Status Update: Boss ruminates on homelessness in NYC and the horrors of Deuce/K2 addiction.

Music by Boss

Boss talks about the dark side of convict ingenuity and when he was stabbed multiple times and pronounced dead at Clinton Correctional Facility.

Status Update: Boss suffers from assholism.

Boss talks about predators who sabotage inmates' livelihood on the inside and an alleged whistle blower who threatened to report dirty COs only to wind up dead and thrown into the prison dump.

Status Update : Boss becomes "Yard Boss" on the outside, and begins to use social media to meet ladies only to face the same breed of predators on the outside.

Donna Payant story told by Dave Coleman.

Boss talks about playing in prison bands and having to create his own music programs.

Status Update : Boss sees his family for the first time in 41 years.

Boss and guest Thomas Little talk about religion in prison and “knocking on doors” as Jehova’s Witnesses on the inside. P reads a letter from “Son of Sam” serial killer (turned born again Christian) David Berkowitz. Boss teaches P how to curse the Holy Spirit.

Status Update: Boss grapples with real world stress and tries to convince P that she is not an Atheist.

Boss's sexist side gets the better of him as he tells P about doing LSD on the inside and about how he eventually convinced his friends and a CO to force him to stay locked in a cell for two weeks so that he could finally get clean.

Status Update: Who needs a therapist when Boss goes for the jugular and P goes apocalyptic.

Music by Boss and his prison band in 2019

Boss and P talk about the problem of inmates "slicing themselves up" and swallowing utensils and other items, and Boss delves into the issues in putting psychiatric facilities within prisons.

Status Update: Boss loses his therapist.

P reads messages from friends of TIME.

Music by Boss.