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That Wasn't The Plan

That Wasn't The Plan

Written by: Emily White
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About this listen

That Wasn't The Plan A podcast for anyone whose life took a left turn when you were peacefully asleep.

Life doesn't come with a script—thank god, because ours would've been returned for rewrites.

Join co-hosts Emily White and Courtney Holland as they navigate the beautiful disasters, plot twists, and "well, that happened" moments that nobody warned you about. From friendship divorces that hurt worse than the romantic ones, to that time cancer crashed the party, or when your morning coffee kicked in during your morning commute (we've all been there... right?).

We're here to talk about the stuff that wasn't in your life plan: Getting sober. Couch-surfing at 35. Teaching Jazzercise in a thong leotard at 5 AM (Courtney looks great, by the way). Death showing up uninvited. Your career ghosting you.

This isn't toxic positivity or "everything happens for a reason" BS.
Sometimes life simply sucks, and we're here to laugh about it together—because crying alone in your car gets old. Each episode brings you real stories, terrible advice, excellent commiseration, and the reminder that if your life feels like a dumpster fire, at least you're in good company.

Perfect for: Anyone who's had to embrace the suck.

Warning: May cause unexpected feelings, snort-laughing, and the overwhelming urge to text us your own "that wasn't the plan" story.

New episodes drop weekly. Follow us wherever you get your podcasts, because we all need witnesses to this beautiful mess.

Remember: Just because it wasn't the plan doesn't mean it wasn't supposed to happen.

© 2026 That Wasn't The Plan
Hygiene & Healthy Living Psychology Psychology & Mental Health Self-Help Success
Episodes
  • Addiction talks but sobriety walks
    Jan 22 2026

    Courtney’s original life plan was simple: keep drinking, keep using, quietly disappear. Sobriety was not the plan — but it turned out to be the thing that gave her a bigger, funnier, fuller life than she ever imagined. In this episode, we talk addiction, shame, strawberries, bad decisions, dark humor, and why getting sober didn’t end her life — it finally gave her a life worth living.

    Show Notes:
    Summary

    The conversation delves into the personal struggles of addiction, highlighting the impact of choices made during this time. Courtney shares her experiences with theft and dishonesty, particularly in relation to her family, and reflects on the consequences of her actions.

    Takeaways

    Courtney openly admits to stealing money during her addiction.

    She reflects on a specific incident of stealing from her niece's piggy bank.

    The act of claiming to be a designated driver while being drunk illustrates her struggles.

    Addiction often leads to low points in personal integrity.

    Family relationships can be deeply affected by addiction and dishonesty.

    Courtney's story emphasizes the importance of honesty in recovery.

    The conversation sheds light on the emotional turmoil associated with addiction.

    Consequences of addiction can manifest in various forms, including theft.

    Courtney's experiences serve as a cautionary tale for others.

    The discussion highlights the need for support and understanding in recovery journeys.

    Chapters


    00:00 The Struggles of Addiction

    00:20 Consequences of Choices

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    56 mins
  • Without a home
    Jan 15 2026

    Both Emily and Courtney have had their run-ins with homelessness—sometimes more than once. This week, we delve into what it’s like to live without a roof over your head—and the bizarre blend of humor, humility, and resilience that comes with it. The little moments, the quiet dignity, and the unexpected things you discover about yourself when stability takes a hike. Honest, imperfect, and somehow more human—and maybe a little funnier—than we thought.

    Show Notes:

    Takeaways
    Courtney dressed as The Jesus from The Big Lebowski for Halloween.
    She was surprised that no one recognized her costume.
    The conversation highlights the cultural impact of movies on Halloween choices.

    Summary

    In this light-hearted segment, Courtney shares her Halloween experience dressing as The Jesus from The Big Lebowski, expressing her surprise at the lack of recognition from others regarding her costume.

    Titles

    The Big Lebowski Halloween Costume Surprise
    Cultural References in Halloween Costumes

    Sound bites

    "Nobody knew who I was."
    "It went."
    "Get out."

    Chapters

    00:00 The Emotional Farewell to Kiki

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    48 mins
  • Breaking up...with friends!
    Jan 8 2026

    Friendship breakups: somehow more devastating than romantic ones, and with none of the sympathy cards. In Episode 2, we unpack platonic divorces, alcoholism, bad judgment, recovery, and how two former best friends managed to survive each other long enough to start a podcast. Poor choices were made.

    Show Notes:

    Summary

    In this episode, Emily and Courtney explore the complexities of platonic friendships, particularly focusing on the challenges and emotional turmoil that can arise when these relationships end. They share personal stories of friendship breakups, the impact of substance abuse on their connections, and the journey of recovery. The conversation delves into the importance of vulnerability, making amends, and the evolving nature of friendships as life circumstances change. They also discuss the healing power of friendship and the significance of reaching out for support during difficult times.

    Takeaways

    Everybody acts like they know exactly what's going on.

    Friendship breakups can be as painful as romantic ones.

    Substance abuse can severely impact friendships.

    Recovery can change the dynamics of relationships.

    Making amends is crucial for personal growth.

    Friendships can evolve and change over time.

    It's important to communicate openly in friendships.

    Vulnerability can strengthen connections with others.

    Letting go of past relationships is a part of healing.

    New friendships can bring joy and fulfillment.


    Sound bites

    "I would date me?"

    "I would love to date me."

    "It'd be nice to hear from people."


    Chapters

    00:00 Navigating Post-Production Challenges

    03:06 The Evolution of Platonic Friendships

    06:00 Friendship Breakups: Personal Stories

    08:44 Consequences of Substance Abuse on Friendships

    11:50 The Impact of Recovery on Relationships

    14:48 Friendship Dynamics in Recovery

    17:47 The Complexity of Friendship Endings

    20:52 Reconnecting After Years Apart

    23:39 The Role of Apologies in Friendships

    26:47 The Healing Power of Friendship

    29:40 Making Amends and Moving Forward

    32:44 The Shift in Friendships with Life Changes

    35:43 Finding Joy in New Connections

    38:11 The Importance of Vulnerability in Friendships

    41:01 Letting Go of Past Relationships

    43:59 The Journey of Friendship and Support

    47:02 Listener Engagement and Sharing Stories



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    46 mins
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