The Big Emotions Around Transition

by | Nov 20, 2024

Imagine your home. Whether you’ve lived there for two years or twenty, it’s more than just a structure—it’s a reflection of your journey. The outlet by the kitchen stove is a reminder of the time you learned you’re not an electrician. The basement doorway bears the pencil marks of your kids’ growing years. And the paint color on the wall? You chose that yourself after weeks of debating swatches.

The house is familiar, comfortable. And the idea of leaving it may be hard, exciting, or sad.

These emotions are inevitable during life’s big transitions—whether moving homes, watching your kids leave the nest, or saying goodbye to the business you’ve built. They’re part of the process. And while you can’t avoid them, you can navigate them with grace.

As a business owner, I know how hard it was to step away as the CEO and owner of a business I spent 10 years building. It felt like a part of me had to die to take the next step. I’ll be honest—it was so hard and messy. And it took time.

At Firefly Insights, we understand how deeply personal it is to transition a business that feels like an extension of yourself. That’s why we’re not just focused on the transaction of selling your business—we are here for the entire journey, guiding you through the transition and transformation with care, purpose, and expertise.

Here are some tips to help you manage the big emotions that come with exiting your business:

Be Prepared for the Emotional Rollercoaster

Transitions stir emotions at different stages—sometimes when you least expect it. You may feel the weight of your decision during the transition process, or it may hit you afterward when the dust settles. Either way, it’s important to know: you will feel something.

For some, these emotions might echo the five stages of grief—denial, anger, bargaining, depression, and acceptance (though not necessarily in that order). For others, it may feel like losing a piece of their identity. Recognizing that these feelings are normal and expected takes away the element of surprise and helps you face them head-on.

Embrace Your Big Emotions

We’re not trying to play therapist here, but running away from your feelings won’t help. Big emotions—whether sadness, anger, or anxiety—demand attention. Ignoring them only prolongs their hold on you.

Take a moment to acknowledge what you’re feeling and why. Maybe you’re mourning the end of a chapter or anxious about what’s next. Whatever the emotion, it’s valid. As the saying goes, “The only way out is through.” So, give yourself permission to sit with these feelings. Deep breaths help too.

Find New Purpose

One of the biggest challenges business owners face is a loss of identity. When your business is no longer your daily focus, it can feel like part of you is missing. Combat these feelings by finding a new sense of purpose.

Explore passions you didn’t have time for before:

  • Love history or art? Volunteer at a museum.
  • Want to improve your golf game? Take lessons or join a league.
  • Not ready to leave the business world entirely? Mentor budding entrepreneurs and share your wisdom.

The key is to fill your newfound time with activities that bring you joy and meaning.

Talk to Others

They say a burden shared is a burden halved, and there’s truth in that. Talking about your transition—whether with a therapist, a coach, or someone who’s been through it—can help lighten the emotional load.

If opening up about your feelings isn’t your style, focus on building connections in other ways. Chat with friends, join a local group, or simply make time for a coffee with a neighbor. Sometimes, even casual conversations about last night’s hockey game can remind you that you’re not alone.

Don’t overhaul your life all at once.

Big transitions are already a lot to handle. Piling on more changes—like moving across the country or radically reinventing yourself—can lead to overwhelm.

Just like it is advised not to make major life changes after the loss of a loved one, it’s wise to avoid drastic decisions immediately after exiting your business. Give yourself time to adjust and let the fog lift. Once you’re in a clearer headspace, you’ll have a better sense of what you truly want for this next chapter.


Transitions are rarely easy, but they bring the promise of growth, opportunity, and new beginnings. It’s okay to feel the weight of leaving behind something you’ve built with love and care—this is part of honoring your journey. At the same time, it’s okay to look ahead with excitement, knowing every ending opens the door to something new.

Embrace the journey – it’s part of your legacy

Let Firefly Insights help you navigate this transition with confidence and purpose. Schedule a free consultation today, and take the first step toward your next chapter.

Meet the author

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Professional portrait photo of Courtney Yanta.

Courtney Yanta

PROGRAM MANAGER, FIREFLY INSIGHTS

Courtney Yanta is a seasoned professional with over five years in strategic communications and stakeholder engagement, holding an Executive MBA from the University of Galway and a CAPM Certification. She has managed complex projects and implemented communication strategies, and has  demonstrated a commitment to sustainability. With a global perspective from international collaborations, Courtney is passionate about employee ownership and driving growth through inclusive methods.