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.

Boss and guest Dave Coleman discuss the horrors of living with mental illness in prison. Dave launches a bitter diatribe against the prison system for its failure to care for those with mental illness.

Boss talks about courts, crews, criminal hierarchy and violence in the prison yard.

Status update: Boss's gps monitor breaks off and he nearly goes back inside on a parole violation.

Boss talks about the time he did with Joe “Mad Dog” Sullivan

Status Update: Boss grapples with darkness and has his second therapy session.

Boss talks about doing legal work with legendary jailhouse lawyer, Jerry “Jerry the Jew” Rosenberg, of Attica Prison Riot fame. Boss and P talk about jailhouse lawyer, Bill Phillips, an NYPD Detective allegedly framed for murder by his partners.

Status Update: Boss describes his first official therapy session, and Boss and P hash things out.

Music: Boss/Milo music lesson, music played by Milo

Boss tells the story of when he stabbed a CO and got 5 years in solitary and discusses the various types of segregation on the inside. A special guest calls in from Franklin Correctional Facility to tell the story of a brutal attack that got him thrown into the box.

Status Update: Boss suffers a breakdown.

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