Understanding the Emotional Rollercoaster of Entrepreneurship

women on the rollercoaster of entrepreneurship

Running a wellness business isn’t just about providing services—it’s about carrying the weight of your dreams, your clients’ transformations, and the never-ending list of things to do. Some days, it feels exhilarating—like you’re making a real impact, attracting aligned clients, and seeing everything fall into place. Other days? It feels like you’re pushing a boulder uphill in the rain, questioning everything.

The truth is, entrepreneurship is not a straight path—it’s a winding road filled with highs, lows, and unexpected detours. Learning to navigate these emotional swings is what separates long-term success from burnout and giving up too soon.

The Highs: The Euphoria of Growth and Impact

When things are going well, you feel unstoppable. Maybe you’ve:

  • Signed a dream client or landed a big partnership.

  • Launched an offer that resonated deeply and sold out.

  • Received heartfelt feedback from a client whose life has changed because of your work.

  • Finally hit a revenue milestone you’ve been striving toward.

These moments remind you why you started in the first place. They’re the fuel that keeps you going, proving that your hard work is making a difference. They create momentum, excitement, and confidence.

Just recently, I had one of these euphoric moments.  After spending hours curating a DIY Resources section on my website, I received a notification of my first sale. A client purchased my Business Growth Bundle and I was thrilled. I know how much work I put into creating high quality resources and it was validating to me that someone trusted me enough to invest in their business growth. It wasn’t a huge sale, but it was my first.  And it mattered to me.

The Lows: The Weight of Setbacks and Self-Doubt

For every exhilarating high, there’s often an equally intense low. The slow months, the failed launches, the unexpected client cancellations—these moments can make you question whether you’re cut out for this.

The most challenging parts of business ownership can include:

  • The emotional toll of inconsistency—some months are thriving, others feel stagnant.

  • Feeling stretched thin as you juggle marketing, sales, client work, and operations.

  • Self-doubt creeping in when things don’t go as planned.

  • Comparing yourself to others who seem to have it all figured out.

As a matter of fact, just this week, I had two disappointing lows. After spending time on a discovery call discussing the prospect’s dissatisfaction with her brand, she verbally agreed to our brand strategy package.  After sending out the agreement and her new client profile form, she backed out. No explanation whatsoever.  And then another client who I poured my heart and soul into, got lured into a big competitor’s offer.  Even though I know the quality of my work is top-notch, the self-doubt still managed to rear its ugly head.

Key Takeaway: The emotional ups and downs of running a business are part of the journey, not a sign that you’re doing something wrong. Instead of resisting the lows or chasing the highs, the key is learning how to navigate both with confidence, resilience, and a long-term perspective. In the next section, we’ll dive into six practical ways to stay steady through the fluctuations of entrepreneurship, so you can keep growing—no matter what season you’re in.

6 Core Strategies to Navigate the Highs and Lows 

The key to thriving in business isn’t avoiding challenges—it’s learning how to stay grounded and adaptable no matter what’s happening. So let’s dive into each of these strategies so you can navigate the emotional and practical shifts of running a wellness business. 

#1: Anchor Yourself in Your "Why"

When business feels overwhelming or uncertain, reconnecting with your core purpose can help you push through. Your “why” is more than just making money—it’s about the impact you want to create, the lives you want to change, and the reason you chose this path in the first place.

To stay grounded in your purpose:

  • Write down three reasons you started your business and revisit them when doubt creeps in.

  • Create a vision statement and keep it somewhere visible—on your desk, phone, or journal.

  • Surround yourself with reminders of your impact, such as client testimonials or transformation stories.

When challenges arise, ask yourself: Would I still be doing this work if money weren’t a factor? If the answer is yes, then keep going—you’re on the right path.

For me, I’m so passionate about doing my part to create a healthier world.  So when I get discouraged, I remind myself why I’m doing the work that I’m doing. To support businesses that are advocating for greater wellness in our world.  Everything I do aligns with my personal values of personal growth, people first and heart. And this pulls me back to my purpose.

#2: Normalize the Cycle of Growth and Slowdowns

Business success is not a straight line—it’s more like a wave with peaks and valleys. There will be seasons of expansion, where clients flow in effortlessly, and seasons where everything feels stagnant. Both are normal.

To embrace the natural business cycle:

  • Shift your perspective: A slow period doesn’t mean failure—it’s often a time for refinement, creativity, and preparation for your next big breakthrough.

  • Track progress beyond revenue—celebrate skill development, relationships built, and lessons learned.

  • Plan for the lows when you're in a high—set aside a financial buffer and have systems in place so you don’t panic when business slows down.

Sometimes I actually welcome the lulls in my business. My mind is so full of creative ideas that I want to dive into. And when I’m busy with business, I don’t have time to implement any of these ideas. So when I experience a lull, I always have a list of projects that I want to move forward. Currently on my agenda: creating some DIY courses that I know will help wellness founders get unstuck and tackle some common challenges.

Instead of resisting slow seasons, use them strategically—to improve your systems, revisit your offers, or simply rest.

#3:  Build Emotional Resilience & Stress Management Habits

Emotional resilience isn’t about avoiding stress—it’s about building the capacity to handle challenges without getting derailed. When you take care of yourself, you’re better equipped to handle the ups and downs.

Here are some ways to strengthen resilience:

  • Reframe setbacks as learning opportunities rather than personal failures.

  • Prioritize well-being: Daily movement, deep breathing, mindfulness, or journaling can help you stay mentally strong.

  • Set emotional boundaries—separate your self-worth from business outcomes. A bad month does not mean you’re bad at what you do.

One of the mindset shifts I have personally been working on is not tying my business income to my self worth and value. No matter what income level I am at, it has absolutely nothing to do with whether or not I am qualified to serve my clients, or whether or not I am a “successful” human being. I am successful in so many ways.. That does not mean I don’t have things to learn. But I am so much more than an entrepreneur.

The strongest entrepreneurs aren’t those who never struggle—it’s those who learn how to recover quickly and keep moving forward.

#4: Strengthen Financial Stability to Ease Anxiety

Financial uncertainty is one of the biggest stressors for entrepreneurs, but proactive planning can reduce anxiety. The more financial stability you create, the less reactive you’ll feel during slow seasons.

Protect your finances by:

  • Diversifying your income—don’t rely on just one service. Consider memberships, workshops, or digital products.

  • Building a cash reserve to cover 3-6 months of business expenses.

  • Pricing your services sustainably—undervaluing your work leads to burnout and financial instability.

  • Tracking your numbers: Understanding revenue trends will help you make smarter business decisions.

In my first business, I had a business credit card, and I would use it whenever cash was low. This created a lot of debt in my business.  Which in turn stressed me even more.  So when I started my 2nd business, I promised myself I would operate with zero debt. While some financial experts might disagree with this approach, for me, it works. If I don’t have the money, I don’t spend it.  When I have it, I invest it strategically.

Financial lows feel less scary when you have a plan and a safety net in place.

#5: Cultivate a Strong Support System

Entrepreneurship can feel isolating, but you don’t have to do it alone. Having the right people in your corner—whether it’s a mentor, coach, mastermind group, or business friends—makes all the difference.

How to build your support system:

  • Find like-minded entrepreneurs: Join online communities, attend industry events, or connect with peers who understand the journey.

  • Invest in mentorship: A coach or mentor can provide guidance when you feel stuck.

  • Lean on personal relationships: Sometimes, simply talking things out with a trusted friend or partner helps shift your perspective.

Last year I joined a vibrant women’s community that has made all the difference in my business. I’m surrounded by amazing women entrepreneurs that I can lean on for support, network with for potential collaborations and even bounce ideas off when we are facing challenges.

A strong support system won’t eliminate challenges, but it will help you navigate them with more confidence and clarity.

#6: Celebrate Wins & Reframe Failures

Many entrepreneurs move too quickly past their achievements, always chasing the next milestone. But if you don’t stop to acknowledge how far you’ve come, you’ll always feel like you’re behind.

Here are some ways to celebrate progress:

  • Keep a “Wins Journal”—record every small and big victory.

  • Set mini-milestones and reward yourself when you hit them.

  • Reframe failures as feedback: Instead of “this didn’t work,” ask, what did I learn, and how can I improve?

One of my favorite journals in The Five Minute Journal. It is so simple to use but my favorite part is the daily questions. What am I grateful for? What would make today great? Daily affirmations. Highlights of the day. What did I learn today?  You can see how these questions would help to encourage a positive and winning mindset.

Success isn’t just about reaching the destination—it’s about learning to enjoy the journey, even with its challenges.

Embracing the Journey 

The ups and downs of running a business aren’t signs that you’re failing—they’re proof that you’re in the game, learning, evolving, and growing. Every challenge you face is shaping you into a more resilient, resourceful, and capable entrepreneur.

Instead of fearing the lows or chasing the highs, embrace the journey as a dynamic process. The quiet seasons give you space to refine, innovate, and realign. The growth spurts remind you of your impact and why you started. When you approach both with trust and adaptability, you step into a more sustainable, fulfilling version of success—one that’s built on confidence, purpose, and emotional resilience.

Remember, you don’t have to navigate this alone. Lean on your support system, celebrate your progress, and trust that each phase of your business—no matter how uncertain—serves a purpose.

If you’re currently in a tough season of business, schedule a free consultation with me. I have a big heart and a listening ear. Sometimes we just need to know someone understands.

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