It all began with a single Reddit post: A Connecticut man, overwhelmed and uncertain, sought advice about what to expect as a first-time, non-violent offender facing prison.

He invited us to chronicle his life before, during, and after incarceration, pulling back the curtain on a world most of us only glimpse in movies or headlines.

Discover how his expectations clashed with reality in ways he never anticipated, and how his experience offers an unflinching look into the unexpected truths of life.

Suggested episodes:

• Why'd You Do It: I snuck my incarcerated boyfriend out of prison in a dog crate
• Why’d You Do It?: I Committed Nine Armed Robberies
• Love without the possibility of parole

GUEST: 

• Mike West: An Uncasville, CT resident who was incarcerated from June 2023 until June 2024 for a gun-related felony

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