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.

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 prison programs and counselors, and about how he started programs that the system wasn't willing to. P takes Boss off on a tangent about the many uses for a cell toilet.

Status Update: Boss "does demons" and doesn't sleep for 5 days.

Boss talks about the demoralizing experience of facing the parole board and about being forced to leave prison in an armored car due to death threats that he received upon his release.

Boss talks about the 9 years that he did at Great Meadow Correctional Facility, AKA Gladiator School.

Status Update: Boss learns more about his father during his third therapy session.

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

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

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

P visits Boss in the hospital after a traumatic accident.

Status Update: (Pre-recorded) Boss answers questions from listeners.

Closing music by Rocky

TIME the Podcast Trailer

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 and guest/friend, Dave Coleman, share war stories from the inside and discuss systemic abuse in NY State prisons.

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

Music by Dave Coleman; played by Dave and Boss

Boss talks about prison hustles, pranks, and convict ingenuity.

Status Update: Boss gets his driver’s license and finds out that his boss is NYPD.

Boss talks about prison girlfriends, smuggling drugs in during visits, and conjugal visits with sex workers.

Status Update: Boss meets with a therapist and confronts his past.

Disclaimer: This episode includes conversations about family violence and sexual assault, and may be upsetting to listeners. Those who have experienced physical and/or sexual abuse may be uniquely impacted by the content.

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.

Boss talks about the intake process at the Elmira Prison Reception Center, a riot that occurred days after he entered “population” , and wanting to “go prison” on people on the outside.