Episodes

  • The Price for Surviving

    The Price for Surviving
    Feb 5 2026

    On survival.

    Need more of The Kyle in your life? cheshiremadness.substack.com
    Show More Show Less
    13 mins
  • The Cost of a Prisoner's Dream

    The Cost of a Prisoner's Dream
    Jan 15 2026

    My writing process.

    Need more of The Kyle in your life? cheshiremadness.substack.com
    Show More Show Less
    20 mins
  • Holidays in Prison

    Holidays in Prison
    Jan 6 2026

    Need more of The Kyle in your life? cheshiremadness.substack.com
    Show More Show Less
    15 mins
  • A Dubious Honor

    A Dubious Honor
    Dec 27 2025

    Need more of The Kyle in your life? cheshiremadness.substack.com
    Show More Show Less
    7 mins
  • December 8th

    December 8th
    Dec 9 2025

    Find more from The Kyle at cheshiremadness.substack.com
    Show More Show Less
    13 mins
  • I *Am* The Kyle

    I *Am* The Kyle
    Nov 4 2025

    Yes! I have beaten the prison phone system into submission and even it bends to my maniacal will!!!

    Need more The Kyle in your life? cheshiremadness.substack.com
    Show More Show Less
    5 mins