Why do Creatives HATE Business Plans? 8 Common Obstacles and How to Make A Business Plan That Doesn't Kill Your Passion.
- Janel Bailey Keen
- Mar 18
- 6 min read
Updated: Mar 18

I remember the first time I sat down to write a business plan. I had my favorite sketchbook open, a cup of coffee beside me, and a head full of creative ideas. But the moment I saw the structured templates, financial projections, and executive summaries, my excitement slowly started to disappear. Suddenly, my dream felt less like an exciting adventure and more like a tedious (and a little intimidating) chore.
Sound familiar?
If you're a creative entrepreneur—whether you're a designer, artist, event stylist, or a passionate visionary—you probably didn’t start your journey because you love spreadsheets and market analysis. Don’t get me wrong, I'm all for refining ideas and organizing steps but you started because you had a gift, a vision, and a deep desire to create something meaningful. And at some point, you realize passion alone isn’t enough. You need structure. You need clarity. And yes—you need a plan.
But here’s the thing: A business plan doesn’t have to feel boring, restrictive, or overwhelming. It can actually be an inspiring, creative, and empowering process—when you do it the right way.
Let’s break down why creatives tend to resist business planning and how you can approach it differently in a way that works for YOU.
Obstacle #1:
"A Business Plan Feels Too Rigid. I Don’t Want to Box Myself In."
The Shift: A Business Plan That Evolves With You
The beauty of being a creative entrepreneur is that your ideas are constantly evolving. But that doesn’t mean you should just “wing it.” Instead of thinking of a business plan as a strict rulebook, think of it as a living, breathing creative roadmap—something that can change and grow as you do.
→ What happens when you shift your mindset? You feel empowered instead of trapped. You have clarity without sacrificing flexibility.
Obstacle #2:
"Writing a Business Plan Sounds Boring. I Just Want to Create!"
The Shift: Make It a Creative Vision Exercise
What if I told you that planning your business could be just as fun as designing an event, painting a canvas, or styling a wedding? In my coaching programs, I teach creatives how to use vision boarding, mind-mapping, and creative brainstorming to bring their business plans to life. You can literally sketch out your dream business model—turning it into something visual and inspiring instead of a dull document.
→ What happens when you approach it this way? You feel excited and inspired instead of drained and uninterested.
Obstacle #3:
"I Don't Think I Need One—I’ll Just Figure It Out As I Go."
The Shift: A Plan = More Creative Freedom, Not Less
I get it—creatives love to flow with inspiration. But here’s the hard truth: Without a plan, you’ll end up working harder, feeling more stressed, and struggling to turn your passion into consistent income.
A well-crafted plan doesn’t take away your freedom—it GIVES you more freedom. It ensures that you’re getting paid what you deserve, that you’re attracting the right clients, and that your creativity is sustainable.
→ What happens when you have a plan? You feel confident and in control, instead of constantly scrambling for the next gig.
Obstacle #4:
"I Hate Numbers and Business Jargon."
The Shift: Make It Simple and Creative-Friendly
If financial projections, cash flow, and pricing models make you want to run for the hills, you’re not alone. But you don’t need to be a math expert to run a thriving creative business. You just need to understand a few simple financial strategies that make sense for you.
In my coaching programs, I break this down in easy-to-follow, creative-friendly ways—using real-life examples, simple tools, and step-by-step guidance. No jargon. No complicated formulas. Just clarity and confidence in knowing how to price your work and keep your business profitable.
→ What happens when you simplify the numbers? You feel relieved and empowered, instead of overwhelmed and confused.
Obstacle #5:
"It’s Just Too Overwhelming. Where Do I Even Start?"
The Shift: Break It Into Bite-Sized Steps
A business plan doesn’t have to be an all-day, stress-inducing project. In fact, in my group coaching sessions, we tackle it one step at a time, in small, manageable pieces. With templates, structured exercises, and guided support, you’ll actually enjoy the process—instead of procrastinating for months (or years).
→ What happens when you have structure and support? You feel motivated and accomplished, instead of stuck and overwhelmed.
Obstacle #6:
"I Struggle With Structure—I Don’t Think That Way."
The Shift: Use a Creative-Friendly Approach
If traditional business planning feels too structured or corporate, let’s change the approach. Instead of trying to fit into a rigid template, what if you created a plan through:
✨ Storytelling (mapping out your journey like a brand story)
✨ Sketching (visually designing your process and offers)
✨ Mood boards (clarifying your brand’s direction)
Business planning can feel just as creative as your art—if you do it in a way that works for you.
→ What happens when you embrace a creative approach? You feel aligned and inspired, instead of lost in business lingo.
Obstacle #7:
"I’m Afraid This Will Kill My Passion."
The Shift: A Plan = More Time for Creativity
You didn’t start your business to spend all your time on admin work. But without a plan, that’s exactly what happens. A well-structured business means less stress, more efficiency, and MORE time for creativity.
→ What happens when you have a solid plan? You feel free to focus on your craft, instead of worrying about the business side.
Obstacle #8:
"I Keep Putting It Off Because I Want It to Be Perfect."
The Shift: Progress Over Perfection
Perfectionism is the biggest creativity killer. The truth is, your business plan doesn’t have to be perfect—it just has to exist. A good coach (and a supportive community) will help you take action, even when it feels imperfect, so you can start seeing results instead of staying stuck.
→ What happens when you take imperfect action? You feel momentum and success, instead of staying in a cycle of procrastination.
Your Creative Dream Deserves a Plan—And Here’s How You Can Build One.
Can you relate? You’re not alone. Many creatives struggle with business planning—but it doesn’t have to be hard or boring. You just need the right approach, the right mindset shift, and the right support.
If traditional business plans feel dry, rigid, or overwhelming, it’s because they were never designed with creatives in mind. But that doesn’t mean you have to force yourself into a framework that stifles your vision. What if business planning could actually feel as exciting, imaginative, and fulfilling as your creative work?
✨ Imagine having a clear, creative roadmap for your business that actually excites you.
✨ Imagine feeling confident in your pricing, marketing, and brand direction.
✨ Imagine turning your passion into a thriving, sustainable business—without losing your creative spark.
Making Business Planning a Creative, Inspiring, and Empowering Experience
That’s exactly why I’ve designed my Creative Coaching Programs—to help creative entrepreneurs like you ditch the overwhelm and build a living business plan that grows and evolves alongside your creative vision.
Rather than staring at a blank document, struggling to fit your ideas into a stiff, corporate-style template, imagine:
🎨 Interactive, guided and "art-integrated" creative coaching tools that turn planning into a creative exercise
🌱 Skill trees & more that help you unlock your strengths, map out areas of growth, and showcase your business potential
🖌️ Creative exercises and visual frameworks that bring your ideas to life
📖 A personalized, evolving roadmap that aligns with your artistic and business goals
💡 Live coaching support and a community of like-minded creatives to help you stay inspired
Business planning shouldn’t feel like a roadblock—it should be an energizing and empowering part of your creative journey. When you infuse creativity into the process, you stop feeling stuck and start feeling clear, motivated, and in control of your success.
Ready to turn your creative passion into a thriving business—without losing your artistic spark?
Let’s do it together! I help passionate creatives like you build businesses that work for them—not against them. And I’d love to help you do the same. Explore my Creative Coaching Programs and start building a business plan that truly works for YOU.
→ Join my wait list to get updates on my next workshop Click here
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