In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Holly Bot about the dramatic realities of incarceration, stigma, and transformation following a prison sentence. Based in Minneapolis, Minnesota, Holly shares her deeply personal story of serving eight years in prison, the personal and social challenges she faced, and the path toward self-forgiveness and growth. The conversation explores how shame, desperation, and loneliness can lead to life-altering decisions—and how humility, faith, and compassion became central to Holly’s journey beyond incarceration.
Holly Bot is a speaker, author and IT professional living in Minneapolis, Minnesota. Above all she treasures her roles as wife and mother. She is the author of From Surviving to Living, a memoir of her prison experiences.
Main Topics Covered:
- The hidden realities and emotional shock of the criminal justice process, from arrest to sentencing to prison life.
- Generational and cultural stigma around women, motherhood, and criminal behavior—and its ripple effects on family and identity.
- Mental health, burnout, and the consequences of isolation, particularly for mothers and caregivers in crisis.
- How shame, secrecy, and lack of support can escalate risky decisions—and what ignoring “red flags” can look like in real life.
- The complex, lasting stigma of being labeled a felon or sex offender, including public perception and daily-life limitations post-release.
- Holly’s revelations in self-identity, humility, and personal growth through faith while incarcerated.
- The role of compassion—for oneself and others—when reckoning with past mistakes and striving to help others avoid similar pain.
- Candid discussion of re-entry into society, employment challenges, and creating hope for those affected by incarceration.
Quote from the Episode:
“I created my most worst nightmare and then was forced to live it out. The stigma is real. I think that any prison sentence is a life sentence, even if you only served a year on the facility, because you are a felon forever.” — Holly Bot
Timestamps: [00:00:05] Warm-up questions and introduction; Holly’s home in Minneapolis
[00:01:14] Setup of today’s dramatic conversation about incarceration
[00:02:07] Holly explains the lead-up and facts about her crime and sentencing
[00:06:39] Life before prison: family background, isolation, and mounting emotional stress
[00:12:53] Examining the motivations, confusion, and factors leading to life-altering choices
[00:18:43] The power of loneliness and unmet validation; lack of support network
[00:23:42] How desire to be seen and desperate problem-solving played into criminal behavior
[00:27:02] What prison was really like for women in Minnesota
[00:30:41] Finding humility, faith, and inner change during incarceration
[00:37:01] Stigma, public shame, and how Holly’s crimes affected her children and family
[00:43:07] Lasting consequences of a felony conviction and life post-release
[00:46:13] Employment, transparency, and reintegration into the community
[00:48:27] Why Holly wrote her book—to give others hope earlier in the healing process
[00:51:13] Compassion, self-forgiveness, and understanding others’ pain
[00:52:19] Book information and a special offer for...