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.