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The Business Break-Up Podcast

The Business Break-Up Podcast

Written by: Bree Anna Jae
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A podcast about what happens when you've built a business that works... but you're no longer sure you want the fucking business. We're talking business break-ups, identity shifts, reinvention, resistance vs incongruence, rebound businesses, sunk cost, starting over and all the weird shit that happens when the person running the business changes faster than the business does.Copyright 2026 Bree Anna Jae Economics Leadership Management & Leadership Spirituality
Episodes
  • Should You Take a Break From Your Business? Sabbaticals, Burnout & Reinvention
    Oct 20 2026

    What happens when you've fallen out of love with your business, but you're not quite ready to break up with it?

    Maybe you need some time apart 😂

    In this Business Break-Up Counselling session, we're talking about taking a break from your business, creating space to figure out what you actually want, and why immediately jumping into another idea might not be the answer.

    But let's be clear: not everyone has the financial freedom to disappear for three months and wait for inspiration to strike.

    We're exploring what taking a break can look like for different business owners, whether you've got investments and automated income keeping things running, you're considering selling business assets, or you need to find another way to pay the bills while you work out what the fuck comes next.

    We'll also get into the relationship between money, mission and identity, and why sometimes the most productive thing you can do for your business is stop trying to force the next chapter.

    In this episode:

    • Why taking a business sabbatical isn't the same as giving up
    • Creating space instead of immediately building your next thing
    • What to do when you can't financially afford to stop
    • Navigating business income, identity and misalignment
    • The difference between building for money and building for a mission
    • How The Business Breakover supports different reinvention journeys

    Ready to figure out where you stand with your business?

    💔 Take the free Business Break-Up Audit to explore whether you're still in love, need to renegotiate, have outgrown each other or are ready to call it quits.

    ❤️‍🩹 Join Starting Over Society for conversations, resources and support through your next chapter.

    🔥 Explore The Business Breakover, my 12-month business reinvention experience for established business owners who know something needs to change but don't necessarily know what comes next.

    Starting over doesn't mean starting from scratch 💋

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    20 mins
  • The Sunk-Cost Situationship: Why You Feel Stuck in Your Business
    Oct 13 2026

    Business Breakup Counselling | Session 2

    You've invested years into building your business. Thousands of dollars in courses, coaching and resources. Countless hours, late nights, emotional energy and probably a few tears.

    So how can you possibly walk away from it now?

    Welcome to The Sunk-Cost Situationship, where you're no longer sure you want to be in this business relationship, but everything you've invested makes leaving feel impossible.

    In this episode of Business Breakup Counselling, we're exploring the sunk cost fallacy in entrepreneurship and why your past investments might be keeping you stuck in a business that no longer fits who you've become.

    Because the time, money and energy you've already invested tells you what your business has cost you. They don't determine what your future needs to look like.

    BUT! Breaking up with your current business model doesn't necessarily mean giving up entrepreneurship.

    In this episode, we explore:
    • What the sunk cost fallacy is and how it affects business decisions.
    • Why entrepreneurs stay committed to businesses that no longer feel fulfilling.
    • How financial, emotional and time investments create attachment.
    • The difference between committing to your business and keeping it in a situationship.
    • Why your business identity and personal identity aren't the same thing.
    • How to recognise whether it's time to recommit, renegotiate, reinvent or walk away.
    • Why changing direction doesn't mean everything you've built was wasted.
    • How to start making decisions based on what you want now, rather than what you've invested in the past.

    Are you still in love with your business?

    Inside the episode, Bree introduces the Business Breakup Audit, designed to help you explore where you stand in your relationship with your business.

    Are you still in love? Ready to renegotiate? Desperate for reinvention? Or already mentally packed and out the door?

    Whatever the answer, you get to decide what happens next.

    Resources mentioned

    Starting Over Society: Join Bree's community to explore your relationship with your business and access the Business Breakup Audit and 30-Day Business Breakup Plan. More here: https://www.skool.com/bree/about

    The Business Breakover: For entrepreneurs ready to transform their relationship with their business and start over without starting from scratch.

    Explore the program: https://woopreneur.co/breakover

    Business Breakup Counselling: Join Bree on Instagram for live sessions exploring the challenges, decisions and emotional attachments that come with evolving beyond your business.

    Continue the conversation

    If you're questioning whether to pivot your business, reinvent your offers or finally let go of something you've outgrown, you're not alone.

    You don't have to keep choosing the same business simply because it's the one you've already invested in.

    Your past investment is part of your story. It doesn't have to dictate your future. 💔💋

    Show More Show Less
    19 mins
  • Have You Outgrown Your Business? How to Know When It's Time to Pivot
    Oct 12 2026

    Business Breakup Counselling | Session 1

    What happens when the business you once loved starts feeling like a relationship you've outgrown?

    The things that used to come naturally now feel like pulling teeth. Creating content feels exhausting. You're resisting the very activities that used to light you up. And you're wondering whether you've lost your motivation, hit a rough patch, or simply fallen out of love with your business.

    Here's the thing: Maybe your business isn't broken. Maybe you've just outgrown the version of you who built it.

    In this first session of Business Breakup Counselling, we're exploring the relationship between your personal identity and your business identity, why they sometimes become incompatible, and how to recognise when it's time to recommit, renegotiate, reinvent, or walk away.

    We'll explore:

    • The difference between resistance caused by fear and resistance caused by outgrowing something.
    • Why your business identity doesn't automatically evolve as you do.
    • How changes in your industry, audience, or circumstances can create a disconnect.
    • Why falling out of love with your business doesn't necessarily mean you need to close it down.
    • How to start figuring out whether your business needs a little relationship counselling or a full-blown breakup.

    Because you don't have to keep running a business that belongs to a version of yourself you've already left behind.

    Ready for your own Business Breakup Counselling session?

    Join me over on Instagram @thebreeboucher for live Business Breakup Counselling sessions, where we'll unpack what's happening in your business and explore what comes next.

    And if you're ready to dig a little deeper, come hang out inside Starting Over Society, where you can explore the Business Breakup Audit and 30-Day Business Breakup Plan.

    For those navigating a bigger transformation, there's also Business Breakover, where we work through the emotional, energetic, and practical realities of reinventing or releasing a business.

    You get to evolve. Your business gets to evolve with you. And sometimes, that means changing the relationship entirely.

    See you in session!

    Show More Show Less
    11 mins
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