From Setbacks to Success: How I Learned to Overcome Business Challenges (And You Can Too)
When I started Simply Tasheena back in 2011, I thought the hardest part would be learning how to take good photos and write engaging content. What I didn't expect were the countless business challenges that would test my resolve, shake my confidence, and force me to grow in ways I never imagined.
Over the past 13 years of building multiple businesses—from my lifestyle blog to youth development programs to logistics consulting—I've faced more obstacles than I care to count. But here's what I've learned: every challenge is actually an opportunity in disguise, and the way you handle setbacks determines whether you'll thrive or simply survive as an entrepreneur.
The Challenge That Changed Everything
Three years into blogging, I landed what I thought was my dream brand partnership. The contract was significant, the timeline was tight, and I was convinced this would be my big break. Two weeks before the campaign launch, they pulled out with little explanation, leaving me scrambling to fill a major gap in my content calendar and budget.
I spent exactly 24 hours feeling sorry for myself. Then I did something that would become my go-to strategy for every business challenge since: I asked myself, "What can this teach me?"
That failed partnership taught me the importance of diversifying my income streams, having backup plans, and most importantly, not putting all my hopes into one opportunity. It led me to develop stronger relationships with multiple brands and eventually launch my consulting services—which became one of my most profitable ventures.
My 5-Step Framework for Overcoming Any Business Challenge
Through years of trial and error, I've developed a framework that has helped me navigate everything from cash flow problems to difficult client relationships to technology failures.
Here's my process:
1. Feel It, Then File It
Give yourself permission to feel disappointed, frustrated, or overwhelmed—but set a timer. I allow myself one day to process the emotions, then I move into problem-solving mode. Emotions are valid, but they can't drive business decisions.
2. Find the Lesson
Every setback contains valuable market research. Ask yourself: What is this situation trying to teach me? What systems, skills, or strategies do I need to develop to prevent this in the future? The partnership that fell through taught me about contract negotiations. A website crash taught me about backup systems. Each challenge became a masterclass in business.
3. Focus on What You Can Control
When facing a challenge, make two lists: what you can control and what you can't. Pour all your energy into the first list. You can't control economic downturns, but you can control how you adapt your services. You can't control algorithm changes, but you can control how diversified your traffic sources are.
4. Find Your Next Right Step
Overwhelming challenges become manageable when you break them down. Instead of trying to solve everything at once, identify the single most important action you can take today. Then take it. Tomorrow, find the next right step. Progress happens one decision at a time.
5. Future-Proof Your Mindset
Document what worked and what didn't. I keep a "lessons learned" file where I record insights from every major challenge. This becomes your personal business playbook and helps you recognize patterns before they become problems.
The Mindset Shifts That Make All the Difference
The difference between entrepreneurs who overcome challenges and those who get stuck isn't talent, luck, or resources—it's mindset. Here are the mental shifts that have served me well:
From "This is happening to me" to "This is happening for me." Every challenge is preparing you for the next level of success you're trying to reach.
From "I don't know how" to "I don't know how yet." That simple word "yet" acknowledges that skills can be learned and problems can be solved.
From "I'm not qualified" to "I'm learning as I go." None of us start fully qualified. Expertise is built through experience, including the messy, challenging parts.
Your Challenge Toolkit
Here are the resources that have helped me navigate business challenges:
- Books: "Option B" by Sheryl Sandberg for resilience strategies
- Practice: Daily journaling to process challenges objectively
- Community: A trusted network of fellow entrepreneurs who've been there
- Professional: A business mentor or coach for outside perspective
- Personal: Self-care practices that keep you mentally and physically strong
The Real Secret to Overcoming Challenges
After building multiple successful businesses, I've learned that the goal isn't to avoid challenges—it's to get better at handling them. Each obstacle you overcome builds your entrepreneurial muscle and increases your confidence for the next one.
The brand partnership that fell through? It led to relationships with Disney, Goya, Hilton, and Mazda. The cash flow crisis? It taught me financial planning that helped me weather the 2020 pandemic with stability. The technology challenges that frustrated me became the foundation for helping other entrepreneurs with their digital strategies.
Your current challenge isn't the end of your story—it's the plot twist that makes your success story even more compelling.
What's Your Next Right Step?
If you're facing a business challenge right now, remember: you're not alone, you're not unqualified, and you're definitely not done. Take a deep breath, apply the framework above, and focus on your next right step.
Because here's what I know for certain: the entrepreneur who learns to transform challenges into opportunities is the one who builds a business that doesn't just survive—it thrives.
What business challenge are you currently facing? Share in the comments below—I'd love to help you find your next right step.
Ready to develop the mindset and strategies you need to overcome any business challenge?
0 comments
ATTENTION: Are you a no-reply comment blogger? I only reply via email. If you would like to change this setting. Please go to your profile and check "show my e-mail address". TA-DA!
I would love to read your thoughts... Thanks for sharing Happy comments :).
~Mrs. Delightful