The Art Of Imperfect Adulting

Life After Prison Facing Judgment and Change with Holly Bot

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 BotTimestamps: [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 listeners[00:53:06] The final three rapid-fire questions—morning routines, online shopping, and lottery dreamsABOUT THE SHOW: The Art of Imperfect Adulting elevates the voices of experience by sharing real stories from real people figuring out adult life. Every episode features honest conversations about life's choices, changes, and challenges—interviews with individuals (not celebrities) who share their personal experiences and insights. Through these authentic stories, listeners find validation, motivation, and inspiration for navigating their own path through modern life. Because there's a big difference between expert advice and shared experience, and hearing another person's lived experience helps us feel less alone in our own situations.GET Holly’s Book: From Surviving to Living https://bookshop.org/a/87491/9781257952328If you have a story to share and you'd like to be a guest on The Art of Imperfect Adulting, here are the steps for how you can make that happen. Click here and pitch yourself. Never Miss a Moment of Imperfect AdultingWe invite you to join our email community and let us bring the podcast directly to you! As a subscriber, you'll receive notifications about new episodes, exclusive offers from our amazing guests, and easier access to any of the important links mentioned on the show—no more scrambling to write down websites or remember special codes.Why subscribe?Stay up-to-date without checking your podcast appGet guest offers delivered straight to your inboxAccess all important links in one convenient placeCatch the highlights even when you don't have time to listenAre you ready? Join us at https://www.imperfectadulting.comIf you love the show and you'd like to support it directly you can tip the host here https://imperfect-adulting.captivate.fm/supportHere are a few resources that Amy uses to make all this great content. These are affiliate links :-)Podcast hosting and distribution: Captivate FMWebsite hosting with Siteground Ai Transcription Tool: Castmagic For Email I recently switched to Beehiiv before that I used Kit. Online Shopping Cart: ThriveCartNetworking and support with Entreprenista LeagueConnection with Polka Dot PowerhouseBooks I like and books written by show guests on Bookshop.orgGrab a $20 coupon for Nutrafol hereDo you need a bank account? Ally

Digital Nomad Lifestyle as a Solo Female Traveler with Lindsey Tague

In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Lindsey Tague about the realities and transformations of embracing a full-time nomadic lifestyle. Based out of New York but self-described as a true global citizen, Lindsey shares her journey from corporate burnout to launching a freelance business and ultimately untethering herself from a traditional home. Listeners will gain honest insights into the logistics, myths, emotional shifts, and practicalities of going nomadic, including how Lindsey balanced work, travel, safety concerns, and building a remote community.About Lindsey Tague :Lindsey Tague is a freelance content marketing consultant, brand storyteller, Substack creator of "A Life By Design", and a full-time digital nomad currently based in Mexico City. My passion besides latin dancing is to inspire others to break free from the matrix to discover what their life by design looks like.Main Topics Covered:Breaking free from corporate burnout and launching a location-independent freelance business.Overcoming fears, family risk narratives, and the myths around solo travel for women.The critical importance of connecting to one’s “why” when setting (and sustaining) ambitious life goals.Step-by-step logistics of transitioning from a stable home base to global nomadism: moving out, purging belongings, managing storage, and letting go of a car.Navigating finances, location choices, and the realities of working while traveling abroad—especially the time zone challenge between US and Europe.Methods for building connection and finding community on the road—Facebook expat groups, WhatsApp chats, and hostel culture.Evolving travel rhythms: shifting from rapid destination hopping to longer stays and considering where to potentially “set down roots.”The creation and philosophy behind Lindsey’s “Life by Design” substack, and her new offer to help other women build their own sustainable nomadic lifestyles.Quote from the Episode: "You cannot plan this lifestyle. Even just the transition, the leap... you can say, I’ll pick where I want to go and for how long, but the logistics and figuring things out, you don’t know what it’s going to be like until you’re there." — Lindsey TagueTimestamps: [00:00:06] Introduction & Lindsey’s nomadic definition of “home” [00:01:03] Lindsey’s strategy for sticking with big goals—connecting to “why” [00:02:14] Origin of the travel dream and decision-making process [00:05:41] Leaving corporate, working at a startup, and burnout triggers [00:08:32] Laid off, starting a freelance business, and monetizing skills [00:12:24] Pandemic timeline, moving out, and managing belongings [00:14:45] Logistics: purging, storage unit, selling furniture, and handling a car [00:19:06] Anticipated myths and fears, especially about safety and money [00:21:19] First step: solo travel to Tulum, Mexico, and lessons learned [00:23:44] Work-life balance and time zone tips for digital nomads [00:29:13] Building community while traveling—Facebook groups, WhatsApp, and hostels [00:32:22] Shifting travel rhythms and the search for belonging [00:34:25] Lindsey’s evolution: freelance business, substack, and new coaching offer [00:37:40] Rapid fire: making new places feel homey, travel hacks, and favorite books [00:41:31] Closing thoughts and where to find Lindsey’s resources and special offerFind Lindsey Tague on Substack: https://lindseytague.substack.com/p/a-life-by-design-and-what-five-yearsABOUT THE SHOW: The Art of Imperfect Adulting elevates the voices of experience by sharing real stories from real people figuring out adult life. Every episode features honest conversations about life's choices, changes, and challenges—interviews with individuals (not celebrities) who share their personal experiences and insights. Through these authentic stories, listeners find validation, motivation, and inspiration for navigating their own path through modern life. Because there's a big difference between expert advice and shared experience, and hearing another person's lived experience helps us feel less alone in our own situations.CONNECT WITH THE GUEST: Find Lindsey Tague on Substack: https://lindseytague.substack.com/p/a-life-by-design-and-what-five-yearsIf you love the show and you'd like to support it directly you can tip the host here https://imperfect-adulting.captivate.fm/supportIf you have a story to share and you'd like to be a guest on The Art of Imperfect Adulting, here are the steps for how you can make that happen. Click here and pitch yourself. Never Miss a Moment of Imperfect AdultingWe invite you to join our email community and let us bring the podcast directly to you! As a subscriber, you'll receive notifications about new episodes, exclusive offers from our amazing guests, and easier access to any of the important links mentioned on the show—no more scrambling to write down websites or remember special codes.Why subscribe?Stay up-to-date without checking your podcast appGet guest offers delivered straight to your inboxAccess all important links in one convenient placeCatch the highlights even when you don't have time to listenAre you ready? Join us at https://www.imperfectadulting.comHere are a few resources that Amy uses to make all this great content. These are affiliate links :-)Podcast hosting and distribution: Captivate FMWebsite hosting with Siteground Ai Transcription Tool: Castmagic For Email I recently switched to Beehiiv before that I used Kit. Online Shopping Cart: ThriveCartNetworking and support with Entreprenista LeagueConnection with Polka Dot PowerhouseBooks I like and books written by show guests on Bookshop.orgGrab a $20 coupon for Nutrafol hereDo you need a bank account? Ally

Getting Sober When You Think You Can’t Quit with Mary Alice Stephens

In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Mary Alice Stephens about her journey from high-functioning alcoholic housewife to sobriety and self-acceptance. Based in Marin County, California, Mary Alice Stephens shares candid reflections on growing up in a family with a deep culture of drinking, how alcohol shaped her adult social and professional life, and the pivotal moment that led to quitting for good. This conversation is packed with insights for anyone sober-curious, struggling with social anxiety, or navigating recovery—highlighting the emotional transformation and lasting inner peace Mary Alice discovered on the other side of addiction.Mary Alice Stephens is a creative nonfiction storyteller. A former television writer-producer for HGTV, Food Network, and other media outlets, Mary shares her powerful story of alcoholism, recovery, and starting life anew at 45 in her debut book, Uncorked: A Memoir of Letting Go and Starting Over, which was an Amazon #1 new release in both alcoholism recovery and midlife self-help. She earned her Master of Fine Arts in creative writing from Dominican University of California and lives in Northern California.Main Topics Covered:Family dynamics and the impact of generational drinking culture on identity.The connection between alcohol use and social anxiety, especially in adolescent and young adult years.Why high-functioning alcoholism often goes unseen and unaddressed.The emotional patterns underlying compulsive drinking and attempts to “fit in.”How motherhood, social circles, “wine o’clock” culture, and marketing influence women’s relationship with alcohol.The myth of needing alcohol for fun, relaxation, and connection.Breaking through denial: recognizing the “noise” and compulsion around drinking.Mary Alice’s turning point—her emotional “bottom” moment—and the first steps she took towards sobriety.The role of AA, supportive friendships, and the shift to genuine self-acceptance.What life after drinking really looks like: socializing, cravings, and building authentic peace.Quote from the Episode: "It was the first time that I thought quitting would bring relief." — Mary Alice StephensTimestamps: [00:00:05] Welcome and intro; Mary Alice’s Marin County roots[00:00:55] Mary Alice’s approach to planning and organization; past career as a producer[00:01:29] The fabric of family drinking—Irish Catholic traditions and first encounters with alcohol[00:03:54] Family sobriety “lore,” exposure to addiction, and role models[00:05:06] Alcohol as a social coping strategy—high school, college, TV & advertising industry culture[00:07:21] Early awareness of problem drinking; risky behavior and denial[00:08:26] Serious consequences: breaking her back while drinking abroad, denial, and hiding issues[00:09:35] The “happy drunk” vs. other archetypes, and why her habits flew under the radar[00:11:28] Drinking as self-medication—connection, anxiety reduction, grief, loneliness[00:13:24] Childhood social anxiety, disconnection, and perceptions of ease in others[00:16:37] Facing what quitting means—social isolation, mom groups, and the grip of habit[00:21:18] Emotional bottom: blackout in front of kids and the decision to quit[00:23:53] Turning to AA and finding help through community[00:25:00] Understanding alcoholism as compulsion and internal noise[00:27:16] Double standards and gender roles—women, moms, and the marketing of alcohol[00:30:19] The real first step towards sober living[00:32:23] Relief and internal transformation—moving away from shame, anxiety, and mom judgment[00:33:31] Life after alcohol—socializing, cravings, what changes[00:34:46] Favorite sober beverages and handling social situations[00:36:46] Comparing 2010 drinking days to life now—contentment and inner peace[00:38:25] Mary Alice’s book, memoir details, and listener special offer[00:39:25] Fun lightning round—potluck dish, favorite books, self-care splurges, and final goodbyesFree copy of the book to the first person who messages Mary at her instagram account. @maryalicestephenswritesABOUT THE SHOW: The Art of Imperfect Adulting elevates the voices of experience by sharing real stories from real people figuring out adult life. Every episode features honest conversations about life's choices, changes, and challenges—interviews with individuals (not celebrities) who share their personal experiences and insights. Through these authentic stories, listeners find validation, motivation, and inspiration for navigating their own path through modern life. Because there's a big difference between expert advice and shared experience, and hearing another person's lived experience helps us feel less alone in our own situations.If you have a story to share and you'd like to be a guest on The Art of Imperfect Adulting, here are the steps for how you can make that happen. Click here and pitch yourself. Never Miss a Moment of Imperfect AdultingWe invite you to join our email community and let us bring the podcast directly to you! As a subscriber, you'll receive notifications about new episodes, exclusive offers from our amazing guests, and easier access to any of the important links mentioned on the show—no more scrambling to write down websites or remember special codes.Why subscribe?Stay up-to-date without checking your podcast appGet guest offers delivered straight to your inboxAccess all important links in one convenient placeCatch the highlights even when you don't have time to listenAre you ready? Join us at https://www.imperfectadulting.comIf you love the show and you'd like to support it directly you can tip the host here https://imperfect-adulting.captivate.fm/supportHere are a few resources that Amy uses to make all this great content. These are affiliate links :-)Podcast hosting and distribution: Captivate FMWebsite hosting with Siteground Ai Transcription Tool: Castmagic For Email I recently switched to Beehiiv before that I used Kit. Online Shopping Cart: ThriveCartNetworking and support with Entreprenista LeagueConnection with Polka Dot PowerhouseBooks I like and books written by show guests on Bookshop.orgGrab a $20 coupon for Nutrafol hereDo you need a bank account? Ally

Finding Joy After Burnout with D'Layne Benson

In this episode of The Art of Imperfect Adulting, Amy Stone speaks with D'Layne Benson about navigating burnout, self-abandonment, and the transformative power of breathwork for overwhelmed women. D'Layne shares her journey from the ski resort town of Haley, Idaho, highlighting the impact of over-functioning as a nurse, the emotional toll of family demands, and the personal reckoning brought on by the COVID-19 pandemic. This conversation is packed with actionable insight on nervous system regulation, finding joy, and creating boundaries—key lessons for anyone feeling stretched too thin.D'Layne Benson is a former nurse turned nurse coach and breathwork facilitator, devoted to helping perfectionist, people-pleasing, and overachieving women move from overwhelm to balance, joy, and self-acceptance. Based in Idaho, she draws on her own experience of burnout, family caregiving, and personal growth to support women in uncovering their patterns and building tailored strategies for healing. D'Layne offers both group breathwork classes and one-to-one coaching, specializing in trauma-informed, transformative methods for nervous system regulation.Main Topics Covered:Caring for others vs. caring for yourself: How self-abandonment develops and shows up in high-achieving womenThe realities of burnout as a nurse in rural and pandemic-era IdahoUnderstanding the freeze response and nervous system dysregulation beyond “fight or flight”Breaking patterns of people-pleasing and perfectionism, especially at midlifeThe intersection of personal upheaval (career, health, family illness) and hormonal changes (perimenopause)How breathwork can foster insight, healing, and tangible emotional releaseSteps for moving from overwhelm to joy: list-making, boundaries, and intentional transitionsThe value of finding fun, building presence, and redefining achievement beyond productivityQuote from the Episode: "I was trying to control my husband, I was trying to control my stepson, I was helicopter momming him, I was trying to control my in-laws, I was trying to control my parents. I was trying to control every aspect of life. ... While I felt the control was giving me safety, it was actually the thing that was keeping me from living a beautiful life and thriving." — D'Layne BensonTimestamps: [00:00:06] Welcome to The Art of Imperfect Adulting; D'Layne’s Idaho mountain home[00:01:21] Motivation and how to find the fun in tough projects[00:02:55] List-making, overwhelm, and the power of single-task focus[00:05:33] Life before the pandemic: nursing, family setup, and being “the rock”[00:09:44] Family relationships: husband’s brain injuries, stepson, and self-development[00:14:13] Everything collapsing: pandemic stress, family illness, perimenopause[00:19:34] Why nursing and “helping” became an identity; childhood patterns of achievement and abandonment[00:26:50] Freeze response explained: hidden anxiety in high-performing women[00:32:11] Journey to breathwork: when self-help shifted from helping others to herself[00:39:29] Breakthrough in breathwork: realizing control and safety patterns[00:43:11] Explaining transformative breathwork vs. “just taking a deep breath”[00:47:34] What life looks like now: presence, intention, and happiness after transformation[00:51:27] D'Layne’s current work, virtual breathwork classes, and where to find her[00:54:24] Special listener offer: free live breathwork class (code: imperfectadulting)[00:54:10] Final lightning round: streaming apps, grocery cravings, best social media buy[00:56:06] Closing thank you and reflection on the episodeABOUT THE SHOW: The Art of Imperfect Adulting elevates the voices of experience by sharing real stories from real people figuring out adult life. Every episode features honest conversations about life's choices, changes, and challenges—interviews with individuals (not celebrities) who share their personal experiences and insights. Through these authentic stories, listeners find validation, motivation, and inspiration for navigating their own path through modern life. Because there's a big difference between expert advice and shared experience, and hearing another person's lived experience helps us feel less alone in our own situations.CONNECT WITH THE GUEST: [Guest Name]'s website and social media linksGET D’Layne Benson’s SPECIAL OFFER: Free Virtual Transformative Breathwork Class Use code IMPERFECTADULTING at checkout to join one live breathwork class of your choice — completely free. https://linktr.ee/dlaynebensonwellness?utm_source=linktree_profile_share&ltsid=16708a11-6fed-4dc3-a19c-a46b7ad33c66Join the conversation on social. Find the Art of Imperfect Adulting on Instagram @theartof_imperfect_adulting YouTube @imperfectadulting and TikTok @imperfectadultingIf you have a story to share and you'd like to be a guest on The Art of Imperfect Adulting, here are the steps for how you can make that happen. Click here and pitch yourself. Never Miss a Moment of Imperfect AdultingWe invite you to join our email community and let us bring the podcast directly to you! As a subscriber, you'll receive notifications about new episodes, exclusive offers from our amazing guests, and easier access to any of the important links mentioned on the show—no more scrambling to write down websites or remember special codes.Why subscribe?Stay up-to-date without checking your podcast appGet guest offers delivered straight to your inboxAccess all important links in one convenient placeCatch the highlights even when you don't have time to listenAre you ready? Join us at https://www.imperfectadulting.comIf you love the show and you'd like to support it directly you can tip the host here https://imperfect-adulting.captivate.fm/supportHere are a few resources that Amy uses to make all this great content. These are affiliate links :-)Podcast hosting and distribution: Captivate FMWebsite hosting with Siteground Ai Transcription Tool: Castmagic For Email I recently switched to Beehiiv before that I used Kit. Online Shopping Cart: ThriveCartNetworking and support with Entreprenista LeagueConnection with Polka Dot PowerhouseBooks I like and books written by show guests on Bookshop.orgGrab a $20 coupon for Nutrafol hereDo you need a bank account? Ally

Unlocking the Hidden Challenges of College Transitions with Joanna Lilley

In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Joanna Lilley about supporting young adults who are struggling in college and navigating transitional moments in early adulthood. Joanna, based in Traverse City, Michigan, shares her experience as a therapeutic consultant working with students who step away from college, as well as the challenges faced by their parents. Joanna offers actionable insights for parents navigating this stage, highlights the developmental shifts in emerging adulthood, and discusses her journey from higher education to entrepreneurship.About Joanna Lilley: Since 2016, Lilley Consulting has been helping young adults (18+) find mental health, substance use, and wellness resources. Joanna dedicates herself to working solely with emerging adults who unravel in college or aren’t thriving in adulthood. She also hosts the “Success is Subjective” podcast, which can be found on Apple Podcasts, Spotify, and iHeartRadio.Main Topics Covered:The realities and pressures facing college students—including mental health, substance use, and identity formation.Why stepping away from college isn't a failure, and how families can reframe this experience for growth.The impact of technology and social media on young adult connection, comparison, and wellbeing.How parents can support their young adults with boundaries, communication, and community—especially when navigating house rules and independence.Joanna’s story: The pivotal moment when a student asked for direct help and how it led her to launch her consulting practice.Why stigma, secrecy, and “highlight reel” culture make it difficult for families to seek support when young adults struggle.The business side of helping families: Joanna’s role as a therapeutic consultant, speaking to both parents and young adults as distinct clients.The importance of community for parents of young adults—resources, vulnerability, and how to find safe spaces.Quote from the Episode: “It really begins with a reflection. Last year, how did things go? What are the areas that I want to work on? ... It starts with the reflection first and foremost to get that baseline and then identify kind of the visioning for change for the future.”— Joanna LilleyTimestamps: [00:00:06] Amy greets Joanna Lilley, who calls Traverse City, Michigan home. [00:01:19] Joanna discusses her approach to fresh starts rooted in self-reflection. [00:02:39] Joanna explains her former role as a college success coach and involvement in a suspension deferral program for students with substance issues. [00:04:37] Joanna describes her non-linear path into higher ed and passion for supporting young adults. [00:09:58] Joanna defines her current practice: helping “stepping away” college students—and why college isn’t for everyone. [00:12:21] The perfect storm facing today’s young adults: autonomy, connection, and the impact of tech and social media. [00:19:35] Tips for parents: shifting to a “parenting young adults” mindset, setting collaborative house rules. [00:23:50] The vulnerability and isolation of parents whose children struggle; finding supportive communities. [00:25:29] Joanna’s “lightning bolt” moment—helping a student who had been suspended and how institutional limitations inspired her business model. [00:31:01] Joanna navigates the intersection of service and entrepreneurship, helping parents and young adults. [00:39:20] Joanna’s official business description, what therapeutic consulting looks like, and how to get in touch. [00:41:26] Fun Questions: Joanna shares her passion for metalsmithing and a joyful home improvement. [00:44:29] Closing thanks and episode wrap-up.Connect with the guest: https://lilleyconsulting.com/ ABOUT THE SHOW: The Art of Imperfect Adulting elevates the voices of experience by sharing real stories from real people figuring out adult life. Every episode features honest conversations about life's choices, changes, and challenges—interviews with individuals (not celebrities) who share their personal experiences and insights. Through these authentic stories, listeners find validation, motivation, and inspiration for navigating their own path through modern life. Because there's a big difference between expert advice and shared experience, and hearing another person's lived experience helps us feel less alone in our own situations.Join the conversation on social. Find the Art of Imperfect Adulting on Instagram @theartof_imperfect_adulting YouTube @imperfectadulting and TikTok @imperfectadulting If you have a story to share and you'd like to be a guest on The Art of Imperfect Adulting, here are the steps for how you can make that happen. Click here and pitch yourself. Never Miss a Moment of Imperfect AdultingWe invite you to join our email community and let us bring the podcast directly to you! As a subscriber, you'll receive notifications about new episodes, exclusive offers from our amazing guests, and easier access to any of the important links mentioned on the show—no more scrambling to write down websites or remember special codes.Why subscribe?Stay up-to-date without checking your podcast appGet guest offers delivered straight to your inboxAccess all important links in one convenient placeCatch the highlights even when you don't have time to listenAre you ready? Join us at https://www.imperfectadulting.com If you love the show and you'd like to support it directly you can tip the host here https://imperfect-adulting.captivate.fm/supportHere are a few resources that Amy uses to make all this great content. These are affiliate links :-)Podcast hosting and distribution: Captivate FMWebsite hosting with Siteground Ai Transcription Tool: Castmagic For Email I recently switched to Beehiiv before that I used Kit. Online Shopping Cart: ThriveCartNetworking and support with Entreprenista LeagueConnection with Polka Dot PowerhouseBooks I like and books written by show guests on Bookshop.orgGrab a $20 coupon for Nutrafol hereDo you need a bank account? Ally